Module 1. Foundations of the structure of organic compounds. Hydrocarbons. 1. A. B. C. D. E. 2. A. B. C. D. E. 3. A. B. C. D. E. 4. A. B. C. D. E. 5. A. B. C. D. E. 6. A. B. C. D. E. 7. A. B. C. D. E. 8. What type of chemical reactions is characteristic for alkanes? elimination (E) *radical substitution (SR) nucleophylic substitution (SN) electrophylic substitution (SE) electrophylic joining (AE) Racemic mixture: contains asymmetric molecules of the certain compound contains equal quantities of diastereomers contains chiral molecules of the certain compound *contains equal quantities of enantiomers contains achiral molecules of the certain compound 3. Anti-bonds are characterized by a torsion angle of: 0o 30o 60o 90o *180o The different spatial localization of atoms or atom groups in the molecule as a result of its rotation around σ-bonds is named: optical isomery geometrical isomery structural isomery configuration *conformation Optical activity is measured using an instrument called: spectrophotometer manometer thermometer *polarimeter refractometer Optical activity is: the phenomenon of existence of compounds which have similar structure the different spatial localization of atoms or atom groups in the molecule as a result of its rotation around σ-bonds the different functional groups in the molecules *the ability of a chiral substance to rotate the plane of plane-polarized light the different locations of identical functional groups and double or triple bonds in the molecule What carbon atom is chiral? does not have any substituents has 3 types of the substituents *has 4 different substituents has 1 type of the substituents has 2 types of the substituents Which designation for the mechanism of the shown below reaction serves? Mechanism: A. B. C. D. E. 9. A. B. C. D. E. 10. A. B. C. D. E. AR AE SN *SE SR Gauche bonds are characterized by a torsion angle of: 0o 30o *60o 90o 180o Conformation is: the different spatial localization of atoms or atom groups in the molecule as a result of its rotation around π-bonds; the phenomenon of existence of compounds which are similar by qualitative and quantitive structures but are different by locations of bonds in molecule. the different sequence of atoms in the molecule of the organic compound; the different locations of identical functional groups and double or triple bonds; *the different spatial localization of atoms or atom groups in the molecule as a result of its rotation around σ-bonds; 11. Mechanism: A. B. C. D. E. 12. A. B. C. D. E. 13. A. B. C. D. E. 14. A. B. C. D. AR E SN SE *SR In which sequence the stability of alkyl radicals: methyl, primary, secondary tertiary decreases? primary < CH3< secondary < tertiary primary > CH3> secondary > tertiary tertiary > primary > secondary > CH3 CH3> primary > secondary > tertiary *tertiary>secondary>primary>CH3 Free radicals are: charged particles containing not coupled electron *not charged particles containing not coupled electron (one-electronic orbital) the particles containing trivalent carbon atom with lone electronic pair intermediate active particles containing negatively charged carbon atom intermediate active particles containing positively charged carbon atom Free radicals are formed as a result of: *homolytic cleavage of covalent bond in a molecule metallo organic compounds ionization actions of the strong bases on compounds with enough polar C-H bond proton addition or another electrophilic particle to one of the atoms bonded to each other with double or triple bond E. direct compound ionization in strongly polar media 15. Carbcations - are: A. charged particles containing not coupled electron B. not charged particles containing not coupled electron (one-electronic orbital) C. particles containing trivalent carbon atom with lone electronic pair D. intermediate active particles containing negatively charged carbon atom E. *intermediate active particles containing positively charged carbon atom 16. Define a character of the bond cleavage as a result of which the particles having one not coupled electron are formed: A. B. C. D. E. 17. A. B. C. D. E. 18. A. B. C. D. E. 19. molecular pericyclic ionic *homolytic heterolytic As a result of homolytic cleavage of the chemical bond are formed? only anions free radicals and ions *free radicals only cations cations and anions As a result of heterolytic cleavage of chemical bond are formed? free radicals and ions only anions only cations *cations and anions free radicals In which of the following sequences the basicity of amines is decrease? A. B. C. D. E. 20. cyclohexylamine < N-methylaniline < aniline< p-nitroaniline *cyclohexylamine > N-methylaniline > aniline> p-nitroaniline aniline > p-nitroaniline > N-methylaniline > cyclohexylamine p-nitroaniline > aniline> N-methylaniline > cyclohexylamine aniline > p-nitroaniline > cyclohexylamine > N-methylaniline In which of the following sequences the basicity of shown below compounds is increase? A. B. C. D. E. 21. aniline > N-methylaniline > acetanilide > cyclohexylamine aniline < N-methylaniline < acetanilide < cyclohexylamine acetanilide < aniline < cyclohexylamine < N-methylaniline aniline < acetanilide < N-methylaniline < cyclohexylamine *acetanilide <aniline < N-methylaniline < cyclohexylamine In which of the following sequences the basicity of shown below compounds is decrease? A. aniline< p-methoxyaniline < p-nitroaniline < p-methylaniline B. aniline> p-methoxyaniline > p-nitroaniline > p-methylaniline A. B. C. D. E. 23. p-nitroaniline > aniline> p-methoxyaniline > p-methylaniline *p-methoxyaniline > p-methylaniline > aniline> p-nitroaniline p-methylaniline> p-methoxyaniline> aniline> p-nitroaniline In which of the following organic reactions mechanisms as intermediate active particles ions are formed ? *heterolytic homolytic trimolecular bimolecular monomolecular In which of the following sequences the acidity of alcohols is decrease? A. B. C. D. E. 24. propanol-1< methanol < propanol-2< 2-methylpropanol-2 propanol-1> methanol > propanol-2> 2-methylpropanol-2 methanol > propanol-2> propanol-1> 2-methylpropanol-2 2-methylpropanol-2> propanol-2> propanol-1> methanol *methanol> propanol-1> propanol-2> 2-methylpropanol-2 In which of the following sequences the acidity of phenols is increase? A. B. C. D. E. 25. A. p-methylphenol > p-aminophenol >phenol > p-nitrophenol p-methylphenol < p-aminophenol <phenol < p-nitrophenol *p-aminophenol < . p-methylphenol <phenol < p-nitrophenol p-nitrophenol <phenol <. p-methylphenol < p-aminophenol p-methylphenol<phenol <p-nitrophenol <p-aminophenol Conformers are: stereoisomers, having a various spatial arrangement of atoms in a molecule and possessing the greatest stock of energy compounds, differing by an arrangement of substitutes concerning a plane of double bond isomers, differing by an arrangement of functional groups *conformations with the least stock of energy the compounds differing from each other by an arrangement of atoms in a molecule in space concerning multiple bond The letter S in the name (S)-(-)-2-aminopropanol-1 means? C. D. E. 22. B. C. D. E. 26. racemate right-turn isomer left-turn isomer *an absolute configuration of С2 relative configuration of С1 Configurational isomers are: the organic compounds with a various spatial arrangement of atoms in a molecule, caused by rotation around of p -bond B. isomers, differing by an arrangement of functional groups C. isomers, differing by an arrangement of multiple bonds D. the organic compounds with a various spatial arrangement of atoms in a molecule, caused by rotation around of s-bond A. B. C. D. E. 27. A. E. *the organic compounds differing from each other by a relative arrangement of atoms in a molecule in space 28. The letter «R» in the name (R)-(-)-2-aminopropanol-1 means? A. B. C. D. E. 29. racemate right-turn isomer left-turn isomer *an absolute configuration of С2 relative configuration of С1 The sign «-» in the name (R)-(-)-1-aminopropanol-2 means? A. B. C. D. E. 30. racemate right-turn isomer *left-turn isomer an absolute configuration of С2 relative configuration of С1 The sign «+» in the name (S)-(+)-1-aminopropanol-2 means? A. B. C. D. E. 31. racemate *right-turn isomer left-turn isomer an absolute configuration of С2 relative configuration of С1 The letter «L» in the name L-glucose means? A. B. C. D. E. 32. racemate right-turn isomer *relative configuration of C5 left-turn isomer an absolute configuration of C5 The letter «D» in the name D-glucose means? A. B. C. D. E. 33. racemate right-turn isomer *relative configuration of C5 left-turn isomer an absolute configuration of C5 The letter «S» in the name (S)-(+)-pentanol-2 means? A. B. C. D. E. 34. racemate *an absolute configuration of C2 left-turn isomer right-turn isomer relative configuration of C2 The letter «R» in the name (R)-(-)-butanol-2 means? A. B. C. D. E. 35. A. B. C. D. E. 36. A. B. C. D. E. 37. racemate *an absolute configuration of C2 left-turn isomer right-turn isomer relative configuration of C2 The sign «±» in the name (±)-butanol-2 means? *racemate an absolute configuration of C2 left-turn isomer right-turn isomer relative configuration of C2 The sign «-» in the name (R)-(-)-butanol-2 means? racemate an absolute configuration of C2 *left-turn isomer right-turn isomer relative configuration of C2 What is the name for the structure shown below? A. Е-2-methylcyclopropane-1-carboxylic acid B. anti-2-aminocyclopropane-1-carboxylic acid C. Csyn-2-aminocyclopropane-1-carboxylic acid D. *cis-2-aminocyclopropane-1-carboxylic acid E. trans-2-aminocyclopropane-1-carboxylic acid 38. What is the name for the structure shown below? A. B. C. D. E. 39. Z-1,3-dimethylcyclohexane Z-1,2-dimethylcyclohexane E-1,2-dimethylcyclohexane *trans-1,2-dimethylcyclohexane cis-1,2-dimethylcyclohexane How many optical isomers of 2,3,4,5-tetrahydroxypentanal are exist? A. B. C. D. E. 40. *eight five four three two How many optical isomers of 2-amino-2-methylephenylacetic acid are exist? A. B. C. D. E. 41. eight five four three *two How many optical isomers of 2-bromo-2,3-dichlorobutane are exist? A. B. C. D. E. 42. eight five *four three two How many optical isomers of 2-hydroxypropanoic acid are exist? A. B. C. D. E. 43. eight five four three *two How many optical isomers of pentanol-2 are exist? eight five four three *two Racemic mix is: mezo-form *mix of equal quantities of eneantiomers mix of equal quantities of eneantiomers and diastereomers mix of diastereomers mix of optically inactive compounds Functional group isomers - compounds which are differ in: presence of asymmetrical carbon atom various arrangement of multiple bonds *structure of the functional groups, leading a difference in properties various sequence of linkage of the atoms forming a carbon skeleton of a molecule various arrangement of identical functional groups Diastereomers - are isomers, which are: represent the racemic mix have an identical configuration of all asymmetrical carbon atoms *differ by configuration of one or several asymmetrical carbon atoms and not related to each other as a subject and its mirror image D. contain various number of asymmetrical carbon atoms E. contain asymmetrical carbon atoms and related to each other as a subject and its mirror image 47. Which of the following statements characterizes carboxylic group influence in 4-nitrobenzoic acid? A. B. C. D. E. 44. A. B. C. D. E. 45. A. B. C. D. E. 46. A. B. C. A. B. C. D. E. 48. A. B. C. D. E. 49. A. B. C. D. E. 50. A. B. C. D. E. positive inductive, negative mesomeric effects only negative mesomeric effect positive inductive, positive mesomeric effects *negative inductive, negative mesomeric effects negative inductive, positive mesomeric effects Isomers of carbon chain (carbon skeleton) - compounds which are differ in: arrangement of atoms and atomic groups in space position of multiple bond in a molecule the nature of functional groups *various sequence of linkage of the atoms forming a carbon skeleton of a molecule various position of functional groups in a molecule Enantiomers - are isomers, which are: represent the racemate have the various order of linkage of carbon atoms in a molecule have an identical configuration at one of asymmetrical carbon atom, but various at other one differ by configuration at one of asymmetrical carbon atoms *contain asymmetrical carbon atoms and related to each other as a subject and its mirror image Asymmetrical (chiral) carbon atom is? out from a plane of double bond in sр-hybridization in sр2-hybridization *connected with four various substituents in sр3-hybridization 51. Which of the following statements characterizes dimethylamino-group influence in 4-N,N- dimethylaminobenzoic acid? A. B. C. D. E. 52. *positive mesomeric, negative inductive effects negative mesomeric, negative inductive effects only negative inductive effect negative mesomeric, positive inductive effects only negative mesomeric effect Which of the following statements characterizes methoxy-group influence in vinylmethyl ether? A. B. C. D. E. 53. negative inductive effect positive inductive, negative mesomeric effects positive inductive, positive mesomeric effects negative inductive, negative mesomeric effects *negative inductive, positive mesomeric effects Which of the following statements characterizes cyano-group influence in akrylonitrils? A. B. C. D. E. 54. shows only negative inductive effect shows positive inductive, positive mesomeric effects shows positive inductive, negative mesomeric effects shows negative inductive, positive mesomeric effects *shows negative inductive, negative mesomeric effects What type of conjugation exist in allylic alcohol? A. B. C. D. E. 55. π-conjugation conjugation is absent π,π-conjugation ρ,π-conjugation σ,π-conjugation Which variant is a correct one of electronic density distribution in 4-nitrobenzoic acid? A. B. C. * D. E. 56. What is the name for the radical shown below? CH3-CH2-CH2A. isobutyl B. methyl C. isopropyl D. butyl E. *n-propyl 57. What is the name for the radical shown below? A. B. C. D. E. 58. sec-butyl methyl *isopropyl butyl n-rpopyl What is the name for the structure shown below? A. B. C. D. E. 2-hydroxypentanone-4 *4-hydroxypentanone-2 pentanol-4-one-2 4-hydroxy-2-oxopentane 4-oxopentanol 59. What is the name for the dialcohol shown below? A. B. C. D. E. 60. 3-hydroxybutanol-2 *butandiol-2,3 butandiol-3 butanol-2,3 3,4-dihydroxybutane What is the name for the hydrocarbon shown below? A. B. C. D. E. 61. 1,3,4-methylbenzene 1,2,4-methylbenzene trimethylbenzene *1,2,4-trimethylbenzene 1,3,4-trimethylbenzene What is the IUPAC name for the structure shown below? A. B. C. D. E. 62. hydroxybenzene m-aminophenol 2-hydroxyaniline 2-nitrophenol *2-aminophenol What is the name for the structure shown below? hexene-2 pentene-2 pentyne-3 pentene-3 *pentyne-2 To which class of compounds does ethylene glycole belong? CH2OH-CH2OH A. carboxylic acids B. *alcohols C. ketones D. aldehydes E. phenols 64. What is the IUPAC name for the structure shown below? A. B. C. D. E. 63. A. hydroxybenzene B. *methylbenzene C. ethylbenzene D. propylbenzene E. butylbenzene 65. To which class of compounds belongs glycerol? carboxylic acids *alcohols ketones aldehydes phenols To which class of compounds belongs the following one? CH3-O-CH3 A. *ethers B. carboxylic acids C. ketones D. aldehydes E. alcohols 67. To which class of compounds belongs the following one? A. B. C. D. E. 66. A. B. C. D. E. 68. ethers *esters ketones aldehydes alcohols To which class of compounds belongs the following one? ethers carboxylic acids ketones *aldehydes alcohols What is the name of the functional group shown below? -SH A. cyano-group B. *mercapto-group C. imino-group D. amino-group E. sulfuric group 70. To which class of compounds belongs the following one? CH3-CH2-OH A. thiols B. carboxylic acids C. ketones D. aldehydes E. *alcohols 71. Chemical method is the method of: A. infra-red spectography B. *usage of qualitative reactions to determinate the functional groups, the structure of Carbon chain, A. B. C. D. E. 69. C. D. E. 72. A. B. C. D. E. 73. double or triple bonds in molecule difraction X-rays analysis electronography What is the name of the functional group shown below? -NO2 nitrozo-group sulfuric group carboxylic group amino-group *nitro-group What is the name of the functional group shown below? =NH A. B. C. D. E. 74. nitrozo-group hydroxy-group *imino-group amino-group nitro-group What is the name of the functional group shown below? -NH2 A. B. C. D. E. 75. mercapto-group nitro-group imino-group *amino-group diazo-group What is the name of the functional group shown below? aldehyde group carboxylic group hydroxy-group *carbonyl group mercapto-group What is the name of the functional group shown below? -COOH A. hydroxy-group B. keto-group C. aldehyde group D. carbonyl group E. *carboxylic group A. B. C. D. E. 76. 77. A. B. C. D. E. 78. A. B. C. D. E. + The following scheme shows: sp5-hybridization sp4-hybridization sp3-hybridization *sp2-hybridization sp-hybridization In saturated organic compounds the atom of Carbon has: sp5-hybridization sp4-hybridization *sp3-hybridization sp2-hybridization sp- and sp2-hybridization H C + 4H 79. A. B. C. D. E. H C H H shows: The following scheme hydrogen bond donor-acceptor bond polar bond ion bond *covalent bond H H 80. A. B. C. D. E. N H + H+ H H The following scheme hydrogen bond *donor-acceptor bond polar bond ionic bond semipolar bond N H H + 81. A. B. C. D. E. The following scheme sp5-hybridization sp4-hybridization *sp3-hybridization sp2-hybridization sp-hybridization shows: H-O ... H-O ... H-O H H H 0,176 í ì 82. A. B. C. D. E. 83. A. B. C. D. E. 84. A. B. The following scheme shows: *hydrogen bond donor-acceptor bond polar bond ion bond semipolar bond Alkenes are organic compounds that: contain two double - C - C - bonds contain Carbon cycle contain - C - C – and triple bond (- C ≡ C - ) *contain only one - C - C – and double bond (- C = C -) contain only - C - C - and - C - H - σ bonds Choose the structural formula of butane: C2H6O CH3-CH2-CH2-CH2-CH2-CH3 0,099 í ì H2 C H2C CH2 H2C CH2 C H2 C. D. CH3-CH2-CH3 shows: H E. * 85. A. B. C. D. E. 86. H H H H C C C C H H H H H The right name of following formula is: 2-methyl-3-propilpentane 4-ethyl-3-propilpentane 2-ethyl-3-propilpentane 4-methyl-3 ethylheptane *4-ethyl-3-methylheptane An end-product of ethylbromide interaction with alcohol solution of alkali is: A. B. C. * D. E. 87. An end-product in Lebedev’s reaction is: A. B. C. * D. E. 88. A product of butanediol-1,3 dehydration is: A. B. C. D. E. * 89. Сonditions of propene formation from 2-chloropropane are: A. B. C. D. E. 90. Ni, t˚ = 300-500˚C NaHCO3 t˚ = 300-500˚C H2SO4, t *NaOH, alc. sol. Which scientist’s name carries the rule, defining main direction of the following reaction? A. B. C. D. E. 91. Eltekov’s rule Wurtz’s rule Cucherov’s rule *Zaitzev’s rule Markovnikov’s rule The product of the 2,3-dibromobutane’s dehalogenation is: A. B. C. D. * E. 92. What is the name for the structure shown below? A. B. C. D. E. 93. 2,2,5-trimethylepentene-3 2-dimethylhexene-3 5,5-dimethylhexene-3 *2,2-dimethylhexene-3 1,4,4-trimethylepentene-2 What is the name for the structure shown below? A. B. C. D. 2-ethylheptyne-3 5-methylheptene-3 3-methylheptyne-4 2-ethylhexyne-3 E. *5-methylheptyne-3 94. What is the name for the structure shown below? A. B. C. D. E. 95. 3,4-dimethylhexene-1,5 *3-ethyl-4-methylhexadiene-1,5 4-methyl-3-ethylhexadiene-1,4 2,3- divinylpentane 3-methyl-4-vinylhexene-1 What is the name for the structure shown below? A. B. C. D. E. 96. 4-methylpentadiene-1,3 isohexadiene *4- methylpentadiene-1,2 dimethylbutadiene-1,2 2-methylpentadiene-3,4 What is the name for the structure shown below? *isoprene 2-methylbutene-1,3 methylbutene-1,3 1-methylbutadiene-1,3 3-methylbutadiene-1,3 A main product of butene-1 interaction with HBr is: CH3-CH2-CH=CH2 + HBr → ? A. B. C. D. E. 97. A. B. C. D. * E. 98. Which conditions for the alkane halogenation, proceeding under the scheme are necessary? A. presence of concentrated H2SO4 B. C. D. E. 99. presence of PCl5 heating (~1000t) *hv (ultrviolet) O2 Vicinal alkyldihalide is: A. B. C. D. E. * 100. What is the name of the following compound? A. 6-methyl-4-chlorohexene-2 B. *4-chloro-6-methylheptene-1 C. 6-methyl-4-chloroheptyne-1 D. 2-methyl-4-chloroheptene-5 E. 2-methyl-4-chlorohexene-5 101. Which of the following compounds are allylhalides? A. * B. C. D. CH2=CH-CH2-CH2-Br E. CH2=CH-Cl 102. Heminal alkyl dihalide is: A. A. * B. C. D. 103. What is the name of the following compound? A. 6-bromo-4-methylhexyne-1 B. *6-bromo-4-methylhexene-1 C. 1-bromo-3-methylhexene-5 D. 1-bromo-3-methylpentene-5 E. 5-bromo-3-methylpentene-1 104. A product of the triphenylmethane oxidation is: A. * B. C. D. E. 105. A product of the biphenyl nitration is: A. B. C. D. E. * 106. A product of the shown below reaction is: A. B. C. * D. E. 107. A. A product of the triphenylmethane bromination is: B. C. D. E. * 108. A product of the shown below reaction is: A. B. C. * D. E. 109. A. B. * A product of the 4-nitrodiphenylmethane nitration is: C. D. E. 110. A. B. A product of the shown below reaction is: C. * D. E. 111. A. B. C. A product of the shown below reaction is: D. * E. 112. A product of the diphenylmethane bromination is: A. B. C. D. * E. 113. A product of the diphenylmethane oxidation is: A. B. C. * D. E. 114. A. B. C. A product of the shown below reaction is: D. * E. 115. A product of the shown below reaction is: A. B. C. D. * E. 116. A product of the shown below reaction is: A. B. * C. D. E. 117. A. B. C. D. * A product of the shown below reaction is: E. 118. A product of the shown below reaction is: A. * B. C. D. E. 119. A product of the shown below reaction is: A. * B. C. D. E. 120. A. B. C. A product of the shown below reaction is: D. E. * 121. A product of the shown below reaction is: A. B. C. D. E. * 122. A product of the shown below reaction is: A. B. C. D. * E. 123. A. B. A product of the shown below reaction is: C. * D. E. 124. A product of the shown below reaction is: A. B. C. D. E. 125. * A product of the shown below reaction is: A. B. C. D. E. * 126. A. A product of the shown below reaction is: B. C. D. * E. 127. A. B. C. * D. A product of the shown below reaction is: E. 128. A product of the shown below reaction is: A. * B. C. D. E. 129. A. A product of the shown below reaction is: B. * C. D. E. 130. A. B. C. D. Product of the shown below reaction are: E. * 131. Product of the shown below reaction are: A. B. C. D. * E. 132. A. A product of the shown below reaction is: B. C. D. * E. 133. In which position SE reactions in naphthalene-1-carboxylic acid are mainly proceeding? A. *Position 5 B. Position 4 C. Position 3 D. Position 2 E. Position 1 134. In which position SE reactions in 1-nitronaphthalene are mainly proceeding? A. *Position 5 B. Position 4 C. Position 3 D. Position 2 E. EPosition 1 135. In which position SE reactions in a-naphthalenesulfonic acid is mainly proceeding? A. *Position 5 B. Position 4 C. Position 3 D. Position 2 E. Position 1 136. In which position SE reactions in a-aminonaphthalene are mainly proceeding? A. Position 5 B. *Position 4 C. Position 3 D. Position 2 E. Position 1 137. In which position SE reactions in b-naphthol are mainly proceeding? A. Position 5 B. Position 4 C. Position 3 D. Position 2 E. *Position 1 138. In which position SE reactions in a-naphthol are mainly proceeding? A. Position 5 B. *Position 4 C. Position 3 D. Position 2 E. Position 1 139. In which position SE reactions in naphthalene ring are mainly proceeding? A. Position 1 B. Position 5 C. *Position 4 D. Position 3 E. Position 2 140. In which position SE reactions in anthracene ring are mainly proceeding? A. *Position 9 B. Position 8 C. Position 7 D. Position 6 E. Position 5 141. In which position SE reactions in phenanthrene ring are mainly proceeding? A. *Position 9 B. Position 8 C. Position 7 D. Position 6 E. Position 5 142. In which position SE reactions in m-sulfobenzoic acid are mainly proceeding? A. *Position 5 B. Position 4 C. Position 3 D. Position 2 E. Position 1 143. In which position SE reactions in 4-methyl-N-methylaniline are mainly proceeding? A. Position 5 B. Position 4 C. Position 3 D. *Position 2 E. Position 1 144. In which position SE reactions in o-chloroanisol are mainly proceeding? A. Position 5 B. *Position 4 C. Position 3 D. Position 2 E. Position 1 145. In which position SE reactions in p-methoxyphenol are mainly proceeding? A. Position 5 B. Position 4 C. Position 3 D. *Position 2 E. Position 1 146. In which position SE reactions in o-aminoanisol are mainly proceeding? A. Position 5 B. *Position 4 C. Position 3 D. Position 2 E. Position 1 147. In which position SE reactions in 3-nitrobenzoic acid are mainly proceeding? A. *Position 5 B. Position 4 C. Position 3 D. Position 2 E. Position 1 148. In which position SE reactions in 1,3-benzenedisulfuric acid are mainly proceeding? A. *Position 5 B. Position 4 C. Position 3 D. Position 2 E. Position 1 149. In which position SE reactions in p-aminophenol are mainly proceeding? A. Position 6 B. Position 4 C. *Position 3 D. Position 2 E. Position 1 150. Which position subsequent substituents in SE reactions will substitute? A. Position 6 B. Position 4 C. *Position 3 D. Position 2 E. Position 1 151. Which position subsequent substituents in SE reactions will substitute? A. Position 6 B. Position 4 C. *Position 3 D. Position 2 E. Position 1 152. Which position subsequent substituents in SE reactions will substitute? A. Position 6 B. Position 4 C. *Position 3 D. Position 2 E. Position 1 153. Which sequence the increasing of the electrophilic substitution reaction rate of the following compounds describes? A. A, C, B B. *C, A, B C. C, B, A D. B, A, C E. A, B, C 154. Which sequence the increasing of the electrophilic substitution reaction rate of the following compounds describes? A. *A, C, B B. C, A, B C. C, B, A D. B, A, C E. A, B, C 155. Which sequence the increasing of the electrophilic substitution reaction rate of the following compounds describes? A. *A, C, B B. C, A, B C. C, B, A D. B, A, C E. A, B, C 156. Which sequence the increasing of the electrophilic substitution reaction rate of the following compounds describes? A. *A, C, B B. C, A, B C. C, B, A D. B, A, C E. A, B, C 157. Which sequence the increasing of the electrophilic substitution reaction rate of the following compounds describes? A. C, A, B B. B, A, C C. B, A, C D. A, B, C E. *B, C, A 158. Which sequence the increasing of the electrophilic substitution reaction rate of the following compounds describes? A. A, C, B B. *C, A, B C. C, B, A D. B, A, C E. A, B, C 159. Which sequence the increasing of the electrophilic substitution reaction rate of the following compounds describes? A. A, C, B B. C, A, B C. C, B, A D. B, A, C E. *A, B, C 160. Which sequence the increasing of the electrophilic substitution reaction rate of the following compounds describes? A. A, C, B B. C, A, B C. *C, B, A D. B, A, C E. A, B, C 161. Which sequence the increasing of the electrophilic substitution reaction rate of the following compounds describes? A. A, C, B B. C, A, B C. C, B, A D. B, A, C E. *A, B, C 162. Which sequence the increasing of the electrophilic substitution reaction rate of the following compounds describes? A. A, C, B B. *C, A, B C. C, B, A D. B, A, C E. A, B, C 163. A product of the shown below reaction is: A. B. C. * D. E. 164. A. B. C. D. A product of the shown below reaction is: E. * 165. A product of the shown below reaction is: A. B. C. * D. E. 166. A product of the shown below reaction is: A. B. * C. D. E. 167. A. Which compound is a product of isoprene polymerization? B. C. D. * E. 168. A. B. C. D. *Cu(NH3)2OH KMnO4 (H2O) Br2 (CCl4) HBr E. 169. A. B. * C. D. Which reagents allow distinguishing butyne-1 from butyne-2? A reagent (?) and an intermediate product (A) of the shown below reaction are: E. 170. Intermediate compound (A) and final product (B) of the shown below reaction are: A. B. C. * D. E. 171. Which of the listed below compound decolorize water solution of potassium permanganate? A. hexane B. cyclohexane C. *ethylene D. ethane E. butane 172. End-product of the propene hydrobromination is: A. B. C. D. * E. 173. Main product of butadiene-1,3 hydrogenation is: A. B. C. D. * E. 174. A product of the shown below reaction is: A. B. C. D. E. * 175. A. B. C. * D. Propyne formation reaction is: E. 176. Main product of butadiene-1,3 interaction with bromine is: A. B. C. D. * E. E. 177. The end-product of propene interaction with bromine is: A. B. C. D. E. * 178. A. B. C. The end-product of propene interaction with water is: D. * E. 179. The end-product of propene interaction with HCl is: A. B. C. D. * E. 180. Which of the listed reagents allow distinguishing of acetylene from ethylene? A. NaHCO3 B. HBr C. *Ag(NH3)2OH D. KMnO4 (H2O) E. Br2 (H2O) 181. Which of the following compound are chain isomers? A. B. C. D. * E. 182. Which of the following compound contain conjugated multiple bonds? A. B. * C. D. E. 183. What is the name for the structure shown below? A. hexadiene-2,3 B. pentamethylallene C. 1,3-dimethylpropanediene-1,2 D. 1,2-dimethylallene E. *pentadiene-2,3 184. A product of butadiene-1,3 polymerization is: A. B. C. D. * E. 185. A reagent and conditions in which Cucherov’s reaction proceeds are: A. NaOH aq. sol., t° B. *H2O, H2SO4, HgSO4 C. O3 (t°) D. KMnO4 (H+) E. NaOH, alc. sol., t° 186. As a result of 2-methylbutene-2 interaction with HBr formed: A. B. C. D. E. * 187. Starting compound (A) and an end-product of shown below reaction are: A. B. C. D. E. *CH4 and Ag- C =C -Ag 188. The end-products of butyne-2 oxidation by potassium permanganate is: A. B. C. 2 HCOOH D. *2 CH3COOH E. CH3COOH + HCOOH 189. Starting compound (?) and an end-product of shown below reaction are: A. B. C. D. * E. F. 190. A product of acetylene interaction with sodium amid is: A. B. C. * D. E. 191. The end-product of 3-methylbutyne-1 interaction with water under Cucherov’s reaction conditions is: A. B. C. D. E. * 192. The end-product of butyne-2 interaction with water under Cucherov’s reaction conditions is: A. B. C. * D. E. 193. A product of propyne interaction with HCl is: A. B. C. D. * E. 194. The end-product of butyne-2 interaction with excess of chlorine is: A. B. C. D. * E. 195. A. B. * Starting compound (A) and an end-product of shown below reaction are: C. D. E. 196. Starting product for the ozonide decomposition is: A. B. C. * D. E. 197. Interaction of ethylene with water solution of potassium permanganate gives: A. B. C. D. * E. 198. What is the name for the structure shown below? A. *isopropylethylacetylene B. dimethylepentyne-2 C. isopropylbutyne-1 D. 5-methylhexyne-3 E. 3-methylhexyne-3 199. What is the name for the structure shown below? A. *4-methylpentyne-2 B. 4-methylpentene-2 C. methylpentyne-2 D. isobutylpropyne E. 2-methylpentyne-3 200. What is the name for the structure shown below? A. 4-methyl-2-ethylhexene-4 B. 3,5-dimethylheptene-5 C. 3-methyl-5-ethylhexene-2 D. *3,5-dimethylheptane-2 E. 3,5-dimethylpentene 201. What is the name for the structure shown below? A. B. C. D. E. 4,4-methylhexene-2 4,4-dimethylhexene *4,4-dimethylhexene-2 3,3-dimethylhexene-4 2-methyl-2-ethylpentene-3 CH3 CH CH3 CH2 C CH3 202. Choose the right name for the molecule: CH3 A. 1,1,4,4-tetramethylbutane B. 2,2-dimethyl-4-methylpentane C. *2,2,4-trimethylpentane D. 2,2,4-trimethylhexane E. 2,4,4-trimethylpentane 203. The correct name for the shown below compound is: A. bicyclo[3,2,0]hexane B. bicyclo[2,3]hexane C. *spiro[2,3]hexane D. spiro[3,2]hexane E. spiro[3,4]hexane 204. The correct name for the shown below compound is: A. *spiro[2,2]pentane CH3 B. spirobutane C. spiro[2,3]pentane D. bicyclopentane E. dicyclopropane 205. The correct name for the shown below compound is: A. bicyclo[3,4]octane B. bicyclo[4,3]heptane C. spiro[4,3]heptane D. bicyclooctane E. *spiro[3,4]оctane 206. The correct name for the shown below compound is: A. spirooctane B. *spiro[3,5]nonane C. bicyclononane D. cyclo[3,5]nonane E. spiro[5,3]octane 207. The correct name for the shown below compound is: A. spiro[2,0]heptane B. spiro[3,2]heptane C. bicyclo[3,2]heptane D. *bicyclo[3,2,0]heptane E. bicyclo[0,2,3]heptane 208. The correct name for the shown below compound is: A. bicyclo[3,1,1]heptane B. spiro[3,1,1]heptane C. bicyclo[1,1,3]heptane D. benzemethylene E. *bicyclo[3,1,1]heptane 209. The correct name for the shown below compound is: A. *bicyclo[2,2,1]heptane B. bicycloheptane C. spiro[2,2,1]heptane D. bicyclo[1,2,2]heptane E. spiro[1,2,2]heptane 210. The correct name for the shown below compound is: A. bicyclo[3,2,0]octane B. 3,2,1-bicyclooctane C. *bicyclo[3,2,1]octane D. bicyclo[1,2,3]octane E. bicyclooctane 211. The correct name for the shown below compound is: A. spiro[2,4]octane B. spiro[4,2,2]octane C. bicyclo[4,2,2]octane D. *bicyclo[4,2,0]octane E. bicyclo[6,4,2]octane 212. The main product of cyclopentane’s interaction with chlorine is: A. B. * C. D. Cl-CH2-CH2-CH2-CH2-CH2-Cl E. 213. The end-product (C) in the shown below scheme is: A. CH3-CH2-CH2 -CH3 B. CH≡CH C. CH3-CH2-CH3 D. *CH3-CH3 E. CH2=CH2 214. The product of methylcyclopropane’s interaction with HBr is: A. B. C. * D. E. 215. The product of cyclopropane’s interaction with HBr is: A. B. C. D. * E. 216. Conditions of Konovalov’s alkanes nitration are: A. t = 100˚C, Р,concentrated HNO3 B. t = 25˚C, diluted HNO3 C. *t = 140˚C, Р,diluted HNO3 D. t = 20˚C, Р, concentrated HNO3 E. t = 140˚C, Р,concentrated HNO3 217. The product of cyclohexane’s interaction with bromine under the light is: A. B. C. D. * E. 218. The product of cyclobutane’s interaction with bromine is: A. B. Br-CH2-CH2-CH2-CH2-Br C. D. CH3-CH2-CH2-CH2-Br E. * 219. Which type of the covalent carbon-carbon bond exists in cyclopropane? A. triple bond B. double bond C. *t- or banana bond D. π-bond E. ionic bond 220. An intermediate and end products of the shown below reactions are? A. B. C. D. * E. 221. ; Intermediate products of the chemical transformation (shown below) are: A. CH3−CH3, CH≡CH B. CH3−CH3, CH2=CH2 C. *CH≡CH, CH2=CH2 D. E. CH≡CH, CH3−CH=CH2 222. Main product of the shown below reaction is? A. B. C. * D. E. 223. Which of the following structures is the product of aluminium carbide interaction with water? A. CH3-CH2-СН3 B. CH3-CH3 C. *CH4 D. СН≡СН E. СН2=СН2 224. What type of chemical reactions is characteristic for alkanes? A. elimination (E) B. *radical substitution (SR) C. nucleophilic substitution (SN) D. electrophilic substitution (SE) E. electrophilic addition (AE) 225. What is the chemical name for the structure shown below? A. B. C. D. *1-methyl-3-propylcyclopentane 1-methyl-3-propylpentane 1-methyl-3-isopropylpropane 1-methyl-4-isopropylcyclopentane E. propylcyclopentane 226. What is the chemical name for the structure shown below? A. 1,2,3-trimethylcyclopentane B. 1,2,3-trimethylcyclobutane C. *1,2,3- trimethylcyclopropane D. trimethylcyclopropane E. 1,2,3-trimethylpropane 227. What is the chemical name for the structure shown below? A. 1-methyl-3-ethylbenzene B. 1-methyl-3-ethylcyclohexane C. m-ethylcyclohexane D. *1-ethyl-3-methylhexane E. 3-ethylcyclohexane 228. What is the chemical name for the structure shown below? A. isopropylbutane B. propylcyclopropane C. propylbutane D. *propylcyclobutane E. isopropylcyclohexane 229. What is the chemical name for the structure shown below? A. 2,3-cyclohexane B. o-dimethylcyclohexane C. 2,3-methylbenzene D. o-dimethylbenzene E. *1,2-dimethylcyclohexane 230. What is the chemical name for the structure shown below? A. *2,3,5-trimethylhexane B. 4,5-trimethylhexane C. D. 2-isopropyl -4-methylpentane E. 2,3-trimethyl-1-isopropylbutane F. 2,2,4-trimethylhexane 231. What is the chemical name for the structure shown below? A. 3,5-diethylhexane B. 1,1,3-triethylbutane C. 3-methyl-1,1-diethylpentane D. *3-ethyl-5-methylheptane E. 5-methyl-2-ethylheptane 232. What is the chemical name for the structure shown below? A. 3-butyl-2-methylpentane B. *3-ethyl-2,4-dimethylhexane C. 3-isopropyl-4-ethylhexane D. 2,4-dimethyl-3-ethylhexane E. 3,5-dimethyl-4-ethylhexane 233. What is the chemical name for the structure shown below? A. isobutylethane B. *ethyltrimethylmethane C. tetrabutylmethylethane D. tetramethylethane E. tetramethylmethane 234. What is the chemical name for the structure shown below? A. 1,1,4,4-tetramethylbutane B. 2,2-dimethyl-4-methylpentane C. *2,2,4-trimethylpentane D. 2,2,4-trimethylhexane E. 2,4,4-trimethylpentane 235. To determine mono-, di-, tri- and polyhydric phenols it is necessary to do the reaction with: A. Lucas reagent B. heavy metals C. *FeCl3 D. NaOH E. Cu(OH)2 236. What are the products of the reaction C6H5−ONa + C2H5−Br ↔? A. C6H5−O−C2H5 + Na + Br2 B. *C6H5−O−C2H5 + NaBr C. C6H5−ONa + C2H5−Br D. C6H6 + NaBr + C2H6 E. C6H5−OBr + C2H5−Na 237. Choose the final product of phenol nitration: HO OH A. OH O 2N NO2 O 2N B. NO2 NO2 OH O 2N C. * NO2 NO2 OH NO2 D. NO2 OH NO2 E. H3C H2C H2C H2C OH 238. Give the right name : A. 4-butylbenzene-1-ol B. 1-butylphenol C. *4-butylphenol D. 4-phenylbutane E. 1-phenylbutane 239. The products of reaction CH3−O−CH3 + HI → are: A. CH4 +HOH + CH3I B. CH3−OI + CH4 C. CH3−OH + CH3−OH D. *CH3−OH + CH3I E. CH2I−O−CH3 + H2 240. The general formula of saturated monothio alcohols is: A. CnH2nSH B. CnH2n-3SH C. CnH2n+2SH D. CnH2n-2SH E. *CnH2n+1SH 241. What compound reacts with sodium hydroxide to form alcohol? A. CH3−CHCl2 B. C2HCl C. CH3−CCl3 D. *CH3CH2Cl E. CH2=CH−Cl 242. Mercaptane group is: A. -N=N− B. -Hg C. *-SN D. -SCN E. -CN 243. What is the product of reaction of ethanol with acetic acid? A. ethylacetate B. *acetoasetic ether C. ethyl formiate D. diethyl ether E. acetanhydride 244. 55. Choose the right name of the next compound CH3−C=C−CH2−CH2−OH: A. pentyn-3-ol-5 B. 2-propinylethanol C. pentyn-3-ol-1 D. 5-hydroxypentyn-2 E. *pentene-2-ol-5 245. The general formula of saturated monohydroxy alcohols is: A. CnH2nOH B. CnH2n-3OH C. CnH2n+2OH D. CnH2n-2OH E. *CnH2n+1OH 246. What compound reacts with sodium hydroxide to form alcohol? A. CH3−CHCl2 B. C2HCl C. CH3−CCl3 D. *CH3CH2Cl E. CH2=CH−Cl 247. To distinguish glicerine and ethanol it is necessary to use: A. FeCl3 B. *Cu(OH)2 C. HBr D. KMnO4 E. [Ag(NH3)2]OH 248. What is the product of reaction of ethanol with acetic acid? A. ethylacetate B. *acetoasetic ether C. ethyl formiate D. diethyl ether E. acetanhydride 249. How many chiral carbon atoms does molecule of glycerine contain? A. 3 B. *0 C. 2 D. 1 E. 4 250. Choose the right name of the next compound CH3−C≡C−CH2−CH2−OH: A. pentyne-3-ol-5 B. pentyne-2-ol-5 C. 5-hydroxypentyne-2 D. *pentyne-3-ol-1 E. 2-propinylethanol 251. Norsulphazol is: A. used as an 5-10% ointment or powder by wounds, urticaria or skin diseases which are characterized by itching B. an antibacterial mean by infection of urinal canals C. a hypoglycemic mean D. *used by pneumonia, meningitis, staphylococcal and streptococcal sepsis, infectious diseases E. a local anaesthetic 252. Sulphanilic acid has acidic centre: A. SO2NH3 B. SO2NH2 C. -SO3NH2 D. *-SO3H E. -SO2H 253. Bucarbane - is: A. *a hypoglycemic mean B. a local anaesthetic C. an antibacterial mean by infection of urinal canals D. used by pneumonia, meningitis, staphylococcal and streptococcal sepsis, infectious diseases E. an antibacterial mean, is a part of eye-drops 254. All sulphanylamidic medicines contain the next fragment: A. 4-NH3-C6H4-SO2-NHR B. 5-NH2-C6H4-SO2-NHR C. 6-NH2-C6H4-SO2-NH2R D. *4-NH2-C6H4-SO2-NHR E. 2-NH3-C6H6-SO2-NHR 255. Aniline C6H5NH2 is: A. crystal solid. It is formed in the process of rotting of corpses. In the human organism it is used for synthesis of biologically active polyamines which take part in the biosynthesis of DNA and RNA. B. gas with the smell of ammonium. Methylamine is used in the production of medicines, dyes, insecticides and fungicides C. white crystal solid. It is used as stimulator of CNS D. liquid. It is formed in the process of rotting of corpses like putrescin E. *colourless liquid with peculiar smell. It is poisonous. It is used in the process of synthesis of dyes, medicines, plastic materials 256. The products of reaction CH3CH2NH2 + CH3I → are: A. C2H5NO3 + H2 B. C2H5NO3 + H2O C. C2H5NO2 + H2O+ CH3I D. C2H5NO2 + HI E. *CH3CH2NHCH3 + HI 257. The products of reaction C2H5Cl + H2O ↔ are: A. C2H5OH + Cl2 B. C2H5OCl + H2 C. CH3Cl + CH3Cl + H2O D. C2H5OCl + H2O E. *C2H5OH + HCl 258. An end-product of aniline bromination is: A. B. * C. D. E. CH3 CH3 CH CH2 C CH3 Br CH3 259. Write the right name of compound A. 1,1,1-trimethyl-3-bromopropane B. 1-bromo-1,3-dimethylbutane C. 2-dimethyl-4-bromopentane D. *2-bromo-4,4-dimethylpentane E. 4-dimethyl-2-bromopentane 260. CHCl3 - chloroform - is: A. the strong narcotic means, especially for short-term narcosis B. *the mean for inhalative narcosis. It is relatively toxic. In the presence of light it can oxidize with O forming of HCl and phosgene ( Cl C Cl ) - which is very toxic compound C. is one of the best means of general narcosis D. the antiseptic mean. It is crystal compound, it has yellow colour. It is used as powder and ointment E. the mean for the local anaesthetization when there are neuralgia, large superficial cuts, wounds. Because of the fast evaporation from the skin ethyl chloride causes the strong cooling and loss of painful sensitivity 261. What compound will form after the sulfonation of naphthalene by concentrated sulfate acid at 160oС? A. *2-naphthalenesulfoacid B. 1-naphthalenesulfoacid C. 3-naphthalenesulfoacid D. 4-naphthalenesulfoacid E. 5-naphthalenesulfoacid 262. Specify the compound which belongs to condense arenes. A. Benzene B. *Anthracene C. Diphenyl D. Diphenylmethane E. Triphenylmethane 263. Which method can be used to obtain naphthalene? A. From toluene B. From ethylene at 200 о C. *From acetylene at 700-800o D. Trimerization of ethylene E. From phenol 264. Which method can be used in industry to obtain phthalic anhydride? A. Hydrolysis of phthalic acid B. Oxidation of phenol C. Reduction of naphthalene D. *Oxidation of naphthalene E. Decarboxylation of phthalic acid 265. More easy reactions of accession go in: A. Naphthalene B. Benzene C. Toluene D. Xylene E. *Anthracene 266. Which compound is formed at the nitration of alpha-methylnaphthalene? A. 1-Methyl-2-nitronaphthalene B. *1-Methyl-4-nitronaphthalene C. 1-Methyl-3-nitronaphthalene D. 1-Methyl-5-nitronaphthalene E. 1-Methyl-8-nitronaphthalene 267. Which compound is formed after the nitration of beta-naphthol? A. *1-Nitronaphthol-2 B. 3-Nitronaphthol-2 C. 4-Nitronaphthol-2 D. 5-Nitronaphthol-2 E. -Nitronaphthol-2 268. Which compound is formed after the nitration of 1-nitronaphthalene? A. *1,4-Dinitronaphthalene + 1,8-dinitronaphthalene B. 1,2-Dinitronaphthalene + 1,4-dinitronaphthalene C. 1,2-Dinitronaphthalene + 1,5-dinitronaphthalene D. 1,5-Dinitronaphthalene + 1,8-dinitronaphthalene E. 1,4-Dinitronaphthalene + 1,8-dinitronaphthalene 269. Choose the reagent which can be used in the obtaining of semicarbazone of acetophenone: A. *H2N-NH-CO-NH2 B. H2N-CH3 C. H2N–OH D. H2N–C6H5 E. H2N–NH–C6H5 270. For the aromatic hydrocarbons the most character are reactions of: A. Nucleophilic substitution B. Electrophilic accession C. *Electrophilic substitution D. Elimination E. Radical substitution 271. Reactions of nitration, sulfonation, alkylation, acylation for aromatic hydrocarbons go by the following mechanism: A. Free radical substitution B. *Electrophilic substitution C. Nucleophilic accession D. Elimination E. Nucleophilic substitution 272. To which class of organic compound alpha-naphthol belongs? A. Arenes B. Alcohols C. Thiols D. Carboxylic acids E. *Phenols 273. Specify the compound which belongs to the condense arenes. A. *anthracene B. benzene C. diphenyl D. diphenylmethane E. triphenylmethane 274. Which of the following compounds more easily gives nitration reaction? A. Benzoic acid B. Benzene C. *Methylbenzene D. Nitrobenzene E. Chlorbenzene 275. Specify in the presence of what functional group substitution reaction in benzene ring goes in orto- and para-location: A. *-ОН B. -СООН C. -NO2 D. -С(О) Н E. -SO3H 276. Name the mechanism of the toluene nitration by the benzene ring. A. *SE B. E1 C. E2 D. SN1 E. SN2 277. Name the mechanism of the substitution reaction in benzene molecule. A. *SE B. SE and SN C. SR D. SN E. SR and SN 278. Hydroxyl group in phenol molecule is orients in the following locations: A. -o B. –о, -m C. -m D. -m, p E. *–о, -p 279. Which of the following compounds belongs to carbocyclic? A. Furan B. *Benzene C. Tetrahydrofuran D. Pyridine E. Hexane 280. Specify what is the nitric mixture and the mechanism of arenes nitration: A. *c.HNO3 + c. H2SO4; SE B. КNO3 + c. H2SO4; SE C. KCl + HNO3; SR D. c. HNO3 + c. H2SO4; SR E. c. HNO3 + c. HCl; SN 281. Which of the following compounds is the main product of the chlorination of ethylbenzene at the presence of UV-light? A. Chlorobenzene B. 2-Chloro-1-phenylethane C. 2-Ethylchlorobenzene D. *1-Chloro-1-phenylethane E. Benzylchloride 282. In which case chlorobenzene is the product of reaction? A. С6Н6 + Cl2 , hv B. *С6Н6 + Cl2 , cat C. С6Н14 + 3Cl2 , hv D. С6Н4 + Cl2 E. С6Н14 + Cl2, hv 283. Reaction of the transformation of toluene in benzoic acid takes place in the following conditions: A. Action of hydrogen peroxide at the room temperature B. Heating with sulfate acid C. *Boiling with potassium permanganate D. Action of sodium hydroxide at the room temperature E. Boiling on the air 284. Which of the following substitutes belongs to the meta-orientants? A. -ОН B. -C2H5 C. -N(CH3)2 D. *-СООH E. -NH2 285. Substituent of the II type (m-orientant) is: A. Amino-group B. Hydroxyl group C. Alkyl group D. Halogen E. *Carbonyl group 286. Which of the following substitutes belongs to the meta-orientants? A. *-SO3H B. -OH C. -C2H5 D. -Cl E. -Br 287. Which of the following substitutes belongs to the orto- and para-orientants? A. Carboxyl group B. Nitro-group C. *Aminogroup D. Carbonyl group E. Sulfo-group 288. Which of the following substitutes does not belong to the meta-orientants in the electrophilic substitution reactions in benzene ring? A. NO2 B. *NH2 C. COH D. SO3H E. COOH Which of the following substitutes does not belong to the meta-orientants in the electrophilic substitution reactions in benzene ring? A. *OCOR B. NO2 C. COR D. COOR E. COOH 290. Which of the following substitutes belongs to the orto- and para-orientants? A. -CНO B. -СООН C. -NO2 D. *-OH E. -SO3H 291. How many Hydrogen atoms can be joined to the benzene molecule at the presence of catalyst? A. 2 B. 4 C. *6 D. 5 E. 1 292. According to the Hukel’s rule number of A-electrons in the aromatic system determine by the formula (4n + 2). What number of --electrons acridine molecule contains? A. 6 B. 10 C. 8 D. *14 E. 12 293. One of the conditions of formation of aromatic system is Hukel’s rule, according to which the number of electrons that take part in the conjugation, express by the following formula: A. 4n B. n + 2 C. *4n + 2 D. 2n + 2 E. n + 4, where n = 1,2,3,4 294. What electronic effects has nitrobenzene molecule? In which position will first nitrogroup direct second nitro-group at the following nitration? A. *-І, - M, orients in m–location B. -І, - M, orients in о- and p –locations C. -І, + M, orients in о- and p–locations D. +І, - M, orients in m–location E. +І, + M, orients in о- and p-locations 295. For the alkanes nitration (Konovalov’s reaction) used: A. HNO3 (conc.), H2SO4 (conc.) B. *HNO3 (dil.), t°, p HNO3 C. CH3COONO2 (acetylnitrate) D. КNO3, H2SO4 (conc.) E. NaNO2, H2SO4 (conc.) 296. 1Choose the product which formed after the nitration of benzoic acid: A. 4-Nitrobenzoic acid B. 2-Nitrobenzoic acid C. *3-Nitrobenzoic acid D. Mixture of 2- and 4-nitrobenzoic acids E. Mixture 2- and 3-nitrobenzoic acids 297. What compound will form as a result of 1-nitronaphthalene nitration? A. 1,4-Dinitronaphthalene + 1,8-dinitronaphthalene B. 1,2-Dinitronaphthalene + 1,4-dinitronaphthalene 289. C. 1,2-Dinitronaphthalene + 1,5-dinitronaphthalene D. *1,5-Dinitronaphthalene + 1,8-dinitronaphthalene E. 1,4-Dinitronaphthalene + 1,8-dinitronaphthalene 298. Reduction of nitrobenzene (Zinin’s reaction) allows obtaining a lot of azoth contained compounds. Which of the following compounds are formed as a result of Zinin’s reaction? A. Nitrobenzene, benzoldiazonium chloride B. Nitrobenzene, phenylhydroxyleamine, aniline C. Aniline and nitroaniline D. Azooxibenzene and benzoldiazonium chloride E. *Nitrobenzene, phenylhydroxylamine, azooxibenzene, azobenzene, hydrazobenzene, aniline 299. What nitrocompound will form as a result of ?-methylnaphthalene nitration? A. 1-Methyl-4-nitronaphthalene B. *1-Метил-2-nitronaphthalene C. 1-Метил-3-nitronaphthalene D. 1-Метил-5-nitronaphthalene E. 1-Метил-8-nitronaphthalene 300. What nitrocompound will form as a result of β-naphthol nitration? A. 3-Nitronaphthol-2 B. *1-Nitronaphthol-2 C. 5-Nitronaphthol-2 D. 4-Nitronaphthol-2 E. 8-Nitronaphthol-2 301. Choose the conditions of the saturated hydrocarbons (alkanes) nitration: A. KNO3 + HCl B. Conc. HNO3 + conc. H2SO4 C. *Dil. HNO3, at the higher To and higher Р D. Conc. HNO3 E. Dil. HNO3 on the cold 302. Determine the product which formed at the nitration of nitrobenzene by nitric mixture (conc. HNO3 + conc. H2SO4) A. p– Dinitrobenzene B. m– Nitrobenzolsulfoacid C. *m – Dinitrobenzene D. o– Dinitrobenzene E. p – Nitrobenzolsulfoacid 303. At the reduction of nitrobenzene in alkali medium it is possible to obtain separate any of the following compounds. Which of these compounds is the end product of this reaction? A. nitrobenzene B. *aniline C. phenylhydroxylamine D. azobenzene E. hydrazobenzene 304. Determination of the melting temperature conduct by the different methods according to the physical properties of the investigated solution. For the determination of the melting temperature of solid compounds, which easy transfers to the powder, used the following method: A. *Capillary B. Distillation C. Open capillary D. Potentiometric E. Conductometric 305. Determination of the melting temperature conduct by the different methods according to the physical properties of the investigated solution. For the determination of the melting temperature of amorphous compounds used the following method: A. Capillary B. Distillation C. *Open capillary D. Potentiometric E. Conductometric 306. Compound with content of C8H9NO2 does not interact with aqueous solution of alkali, but at the bromination in the presence of iron forms only one bromoderivative. What formula of this compound? A. 1-Nitro-2-phenylethane B. 1,4-Dimethyl-3- nitrobenzene C. 1-Nitro-1-phenylethane D. *1-Ethyl-4-nitrobenzene E. 1-Ethyl-3-nitrobenzene 307. Diazocompounds in neutral medium are in the form of: A. Azocompounds B. Diazotates C. *Diazohydroxides D. Azomethynes E. Diazonium salts 308. General formula of the diazocompounds is ArN2X. What structure has diazocompound if X is a residue of a strong mineral acid? A. Polar covalent B. Nonpolar covalent C. *Donor-acceptor D. Ionic E. Asymmetric 309. General formula of the diazocompounds is ArN2X. What structure has diazocompound if X is a residue of a weak mineral acid? A. Alicyclic B. *Covalent C. Donor-acceptor D. Ionic E. Asymmetric 310. Diazocompounds in alkali medium are in the form of: A. Azocompounds B. *Diazotates C. Diazohydroxides D. Azomethynes E. Diazonium salts 311. Colored compound with azo-dye properties must have some chemical structure with characteristic atomic groups (chromophores and auxochromes). Which of the following compounds has azo-dye properties? A. *p-Dimethylaminobenzol (p-(СН3)2N-C6H4-N=N-C6H5) B. Phenylalanine (С6Н5СН2СН(NН2)СООН) C. Nitromethane (СН3NO2) D. Hydrazobenzol (С6Н5-NН-NН-С6Н5) E. Ethylamine (СН3СН2NН2) 312. Which of the following compounds а) Ar-N=(N)+Cl–, b) Ar-N=N-OH, c)Ar-N=N-O-Na+, d) Ar-NH2, e) Ar-NO2 gives reaction of azojoining as azocomponent: A. а B. b C. c D. *d E. e 313. Nitrobenzol reduction (Zinin’s reaction) can be used to obtaine the row of azothcontained compounds. Which of the following compounds form by Zinin’s reaction? A. Azobenzol and benzoldiazonium chloride B. Aniline and nitoraniline C. Hydrazobenzol and benzoldiazonium chloride D. Nitorzobenzol and benzoldiazonium chloride E. *Azobenzol and aniline 314. Which of the following compounds form at the reduction of nitrobenzene by Zinin’s reaction? A. *Nitrobenzol, phenylhydroxylamine, azoxibenzol, azobenzol, hydrazobenzol, aniline B. nitorbenzol, phenylhydroxylamine, aniline C. Aniline and nitroaniline D. Azoxibenzol and benzoldiazonium chloride E. Nitrobenzol, benzoldiazonium chloride 315. Which of the following reactions can be used to obtain azo-dye? A. Reduction and diazotation B. *Diazotation and azoconnection C. Diazotation and interaction with potassium cyanide D. Formation of salts and nitration E. Alkylation and nitrosation 316. At the action of alkali excess on phenolphthalein forms: A. monosodium salt (yellow color) B. disodium salt (pink color) C. *trisodium salt (colorless) D. molecular compound (colorless) E. tetrasodium salt (colorless) 317. Diazocompounds in acidic medium are in the form of: A. azomethynes B. Diazohydroxydes C. Diazohydrates D. *Diazonium salts E. azocompounds 318. Which of the following compounds а) Ar-N)N+Cl–, b) Ar-N=N-OH, c)Ar-N=N-O–Na+, d) Ar-NH2, e) Ar-NO2 gives azojoining reaction as diazocomponent: A. *а B. b C. c D. в E. e 319. Dye brilliant green as 1% solution use as antiseptic mean. Which of the following condensations cases brilliant green formation? A. Condensation of formaldehyde with phenol B. Condensation of phthalic anhydride with phenol C. Condensation of benzaldehyde with N,N-dimethylaaniline D. Condensation of benzaldehyde with resorcinol E. *Condensation of benzaldehyde with N,N-diethylaniline 320. Diazocompounds have ionic structure if: A. Electronodonor substitutes are in the aromatic ring B. Electronoacceptor substitutes are in the aromatic ring C. Х – residue of the weak acid D. *Х – residue of the strong acid E. There are no substitutes in the aromatic ring 321. Diazocompounds have covalent structure if: A. Electronodonor substitutes are in the aromatic ring B. Electronoacceptor substitutes are in the aromatic ring C. *Х – residue of the weak acid D. Х – residue of the strong acid E. There are no substitutes in the aromatic ring 322. For obtaining of azocompounds use the following method: A. diazotation reaction B. *azoconnection reaction C. decomposition of the diazonium salts D. Zandmajer’s reaction E. Reduction of nitroarenes in alkali medium 323. Zandmajer ‘s reaction is: A. *Accession reaction in alkali medium B. Accession reaction in acidic medium C. Substitution reaction, catalyst – Luis acids D. Substitution reaction, catalyst – salts of Cu (I) E. Substitution reaction, catalyst – salts of silver 324. What reagent can be used to obtain benzene from diazonium chloride? A. methanol B. bromine water C. potassium permanganate D. concentrated nitric acid E. *ethyl alcohol 325. What reagent can be used to obtain benzene from diazonium chloride? A. H2PO4 B. H3PO3 C. *H3PO2 D. Concentrated nitrate acid E. Concentrated sulfate acid 326. What reagent can be used to obtain benzene from diazonium chloride? A. methanol B. bromine water C. potassium permanganate D. *formaldehyde E. conc. nitric acid 327. What type of isomery is characteristic for azocompounds? A. Nitro-acy-nitro B. Syn-anti C. *Keto-enol D. Lactam-lactim E. Optical isomery 328. Methylorange obtain from: A. phenol B. *sulfanilic acid C. diazonium chloride D. anthranilic acid E. 4-methylazobenzol 329. What reaction is used for methylorange obtaining? A. *Azojoining of sulfanilic acid with N,N-dimethylaniline B. Azojoining of sulfanilic acid with N,N-diethylaniline C. Azojoining of anthranilic acid with N,N-dimethylaniline D. Azojoining of anthranilic acid with N,N-diethylaniline E. Azojoining of aniline with diazonium chloride 330. What color has methylorange in acidic medium? A. purple B. yellow C. colorless D. pink E. *red 331. What color has methylorange in alkali medium? A. purple B. *yellow C. colorless D. pink E. red 332. What color has methylorange in neutral medium? A. purple B. pink C. colorless D. *yellow E. red 333. What effect have auxochromes in the molecule of azo-dye? A. Decrease coloration B. Decrease solubility C. *Increase coloration D. Increase solubility E. Do not have effects 334. What reagent can be used to obtain azoxibenzol from azobenzol? A. *Peroxiacids B. Conc. sulfate acid C. Conc. nitrate acid D. Tin chloride E. Zn + NaOH 335. What reaction can be used to obtain azobenzol from nitrobenzene? A. Reduction in acidic medium B. Diazotation C. Substitution of nitro group D. Oxidation E. *Reduction in alkali medium 336. From the following groups choose auxochrome: A. –NO2 B. –COOH C. –C(O)H D. *–OH E. –SO3H 337. From the following groups choose auxochrome: A. –NO2 B. *–NH2 C. –C(O)H D. –COOH E. –SO3H 338. Diazonium salts can be obtained by: A. *diazotation reaction B. azojoining C. alkylation D. electrophillic substitution E. acylation 339. Which amine at the interaction with nitrite acid forms diazonium salt: A. *ethaneamine B. N-methylaniline C. N,N–dimethylethaneamine D. N-methyl-N-ethylaniline E. N,N–dimethylaniline 340. Which amine at the interaction with nitrite acid forms diazonium salt: A. N,N–dimethylethaneamine B. N-methylaniline C. *aniline D. N-methyl-N-ethylaniline E. N,N–dimethylaniline 341. Which amine at the interaction with nitrite acid forms diazonium salt: A. N,N–dimethylethaneamine B. N-methylaniline C. N-methyl-N-ethylaniline D. *p-toluidine E. N,N–dimethylaniline 342. Which amine at the interaction with nitrite acid forms diazonium salt: A. N,N–dimethylethaneamine B. N-methylaniline C. N-methyl-N-ethylaniline D. N,N–dimethylaniline E. *benzylamine 343. Which amine will react with nitrite acid with formation of diazonium salt? A. 4-Br-aniline B. Methylamine C. Dimethylamine D. N-methylaniline E. Dimethylaniline 344. Which of the following products forms at the interaction of aniline with nitrite acid at the presence of chloride acid? A. 4-Amino-azobenzol B. Phenol C. Chlorobenzol D. *Benzoldiazonium chloride E. Dimethylaniline 345. Qualitative reaction on aromatic amino-group is its diazotation with followinf azoconnection. Which of the following compounds can be used as azocomponent in the reaction of azoconnection with benzoldiazonium chloride? A. Benzene B. Naphthalene C. Phenethol D. *β-Naphthol E. Xylene 346. What compound has the most basic properties? A. *CH3–NH2 B. CH3–OH C. CH3–SH D. CH3–O–CH3 E. CH3–S–CH3 347. What compound has the least basic properties? A. *С2H5-NH2 B. C6H5-NH2 C. (C6H5)NH D. (C6H5)3N E. NO2-C6H4-NH2 348. Which amine is the weakest base? A. *Triphenylamine B. Diphenylamine C. Aniline D. Methylphenylamine E. Dimethylamine 349. Which of the following amines has not basic properties? A. *(C6H5)3N B. C6H5NH2 C. C2H5NH2 D. (CH3)2NH E. (C2H5)3N 350. Which amines in pars can be distinguished by the action of sodium nitrite in chloride acidic medium with the following azojoining: A. N,N–dimethylaniline and N-methyl-N-ethylaniline B. aniline and benzylamine C. N,N–dimethylethaneamine and triethylamine D. N–methylaniline and N-methylethaneamine E. *p-toluidine and N-methylaniline 351. Which amines in pars can be distinguished by the action of sodium nitrite in chloride acidic medium with the following azojoining: A. N,N–dimethylaniline and N-methyl-N-ethylaniline B. aniline and benzylamine C. N,N–dimethylethaneamine and triethylamine D. N–methylaniline and N-methylethaneamine E. *aniline and N-methylaniline 352. Which amines in pars can be distinguished by the action of sodium nitrite in chloride acidic medium with the following azojoining: A. N,N–dimethylaniline and N-methyl-N-ethylaniline B. aniline and benzylamine C. N,N–dimethylethaneamine and triethylamine D. N–methylaniline and N-methylethaneamine E. *ethylamine and N-methylaniline 353. Which amines in pars can be distinguished by the action of sodium nitrite in chloride acidic medium with the following azojoining: A. N,N–dimethylaniline and N-methyl-N-ethylaniline B. aniline and benzylamine C. *benzylamine and N-methylaniline D. N–methylaniline and N-methylethaneamine E. N,N–dimethylethaneamine and triethylamine 354. Which reaction can be used to distinguish trimethylamine and n-propylamine? A. alkylation B. acylation C. interaction with HCl D. *isonitrile test E. interaction with dil. H2SO4 355. Which reaction can be used to distinguish ethylamine and N-methylethylamine? A. alkylation B. *isonitrile reaction C. interaction with HCl D. acylation E. interaction with dil. H2SO4 356. Which reaction can be used to distinguish p-toluidine and N-methylaniline? A. *izonitrile reaction B. acylation C. interaction with HCl D. alkylation E. interaction with dil. H2SO4 357. Which reaction can be used to distinguish primary amines from secondary and tertiary? A. C2H5Cl B. (CH3CO)2O C. *CHCl3 + NaOH D. CH3COCl E. H2SO4 358. Sulfanilamides use as bactericide means. They are derivatives of: A. p-chlorobenzoic acid B. p-aminobenzoic acid C. p-nitrobenzoic acid D. *p-aminobenzolsulfoacid E. Salicylic acid 359. Ethyl ether of p-aminobenzoic acid is used as analgesic mean. What name of this substance? A. Novocain B. *Anesthesin C. Streptocide D. Ethazol E. Aspirin 360. Which of the organic amines has the most basic properties? A. aniline B. diphenylamine C. *methylamine D. triphenylamine E. diphenylmethylamine 361. 176. For the primary amines character the following type of reaction: A. SE2 B. SN1 C. Е2 D. Е1 E. *SN2 362. Anesthesin and Novocain use in medicine as local anesthetic mean. Esters of which of the following acids they are? A. α-aminobutyric acid B. *Paraaminobenzoic acid C. Salicylic D. Gallic acid E. m-sulfobenzoic 363. Definitions “primary”, “secondary”, “tertiary” in amines associated with: A. Dependence near which carbon atom (primary, secondary or tertiary) is amino-group B. Number of amino-groups in the molecule C. *Number of hydrocarbons residues near nitrogen atom D. nature of hydrocarbon groups near nitrogen atom E. number of σ-bounds which nitrogen atom 364. Aniline, N-methylaniline and N,N-dimethylaniline can be distinguished by the usage of: A. CHCl3, NaOH B. NaNO3 (HCl) C. FeCl3 D. *NaNO2 (HCl) E. KMnO4 365. From the following names choose the name of anesthesin: A. Methyl ether of p-aminobenzoic acid B. *Ethyl ether of p-aminobenzoic acid C. Propyl ether of p-aminobenzoic acid D. Ethylbenzoate E. Methylbenzoate 366. Amines have basic properties which can be confirmed by the reaction of interaction with: A. *HCl B. Methyliodide C. Acetic anhydride D. *Chloroform in alkali E. Acetaldehyde 367. Which of the following amines is the primary? A. СН3–N(С6Н5)–СН3 B. СН3 -NH –СН2 -СН3 C. СН3 – N(СН3)–СН3 D. *СН3-СН(NH2)-СН3 E. СН3 –СН2 –N(СН3)-СН2-СН2-СН3 368. Anesthesin is a local anesthetic. Specify the reagent which can be used to identify aromatic amino-group in anesthesin molecule: A. AgNO3 B. *NaNO2 (HCl) C. HNO3 (H2SO4) D. NaHCO3 E. Cu(OH)2 369. Specify the reagent which can be used to identify secondary amines: A. HCOOH B. CH3COOH C. *HNO2 D. HNO3 E. HClO4 370. Choose the reagent which can be used to distinguish primary, secondary and tertiary aliphatic amines A. H2SO4 B. NaNO3 C. K2Cr2O7 D. *NaNO2 (HCl) E. HCl 371. Specify the reaction of the aniline obtaining: A. *Zinin’s reaction B. Kucherov reaction C. Lebedev reaction D. Canitsarro reaction E. Colbe-Shmidt reaction 372. Which electronic effects are in the aniline molecule? in which position amino-group orients the next substitute in the reaction of electrophillic (SE)? A. *-I, + M, orients in о- and p–position B. -І, - M, orients in m-position C. - І, + M, orients in m-position D. - І, - M, orients in m-position E. -І, + M, orient in о- and p-position 373. Which electronic effects are in the acetanilide molecule? To which row of substitutes does acetated amino-group belong? A. +І, - M, І row B. -І, - M, ІІ row C. -І, + M, ІІ row D. *-І, + M, І row E. +І, + M, ІІ row 374. For the amines alkylation use: A. acetic anhydride B. alkanes C. *halogenalkanes D. acetic acid E. halogenanhydrides of the carboxylic acids 375. Which of the following amines has the most basic properties? A. p-Nitroaniline B. Diethylaniline C. Ethylamine D. Aniline E. *Diethylamine 376. Which of the following reactions is use for the primary amino-group identification? A. Hoffman’s regrouping B. Zinin’s reaction C. *Isonitrile test D. Acylation E. Nitration 377. Which of the following amines with nitrite acid formes N-nitrosamine? A. *Diethylamine B. Ethylamine C. Triethylamine D. Aniline E. Ethylenediamine 378. At the interaction of aniline with an excess of bromine water white precipitate formed. What compound did form? A. 4-bromoaniline B. 2,4-dibromoaniline C. 2, 6-dibromoaniline D. 2-bromoaniline E. *2,4,6-tribromoaniline 379. Aromatic amines are weaker bases then aliphatic amines. Which amine is the weakest base? A. Diphenylamine B. *Triphenylamine C. Aniline D. Methylphenylamine E. Dimethylamine 380. What reagent can be used to wash crockery from aniline? A. Potash solution B. Sodium hydroxide solution C. Water D. *Diluted solution of chloride acid E. Potassium hydrocarbonate solution 381. Amines are the biological active compounds. Which of the following amines has the most basic properties? A. *NO2-C6H4-NH2 B. C6H5NH2 C. ( C6H5)2NH D. ( C6H5)3 N E. С2H5-NH2 382. At the nitration of aniline use previous protection of amino-group from oxidation by acylation. Which of the following reagents is used for the protection of amino-group? A. *(CH3CO)2O B. CH3CНO C. C2H5Cl D. HNO2 E. CHCl3 + NаOH 383. Which of the following reactions leads to the formation of secondary amine: R—NH2 > R—NH—R? A. acylation B. *alkylation C. amonolysis D. interaction with nitrite acid E. reduction 384. Choose the alkylation reaction: A. C2H5 – NH2 + HNO2 > B. C2H5 – NH2 + Cl2 > C. *С2H5 – NH2 + C2H5Br > D. C2H5 – NH2 + (CH3CO)2O > E. C2H5 – NH2 + H2SO4 > 385. Choose the acylation reaction: A. C2H5 – NH2 + HNO2 > B. C2H5 – NH2 + Cl2 > C. С2H5 – NH2 + C2H5Br > D. *C2H5 – NH2 + (CH3CO)2O > E. C2H5 – NH2 + H2SO4 > 386. Which reaction can confirm the basic properties of amines? A. C2H5NHCH3 + CH3Cl > B. C6H5NH2 + (CH3CO)2O > C. *n–C3H7NH2 + HCl > D. n–C4H9NH2 + HNO2 > E. C6H5NHCH3 + H2> 387. Which amine at the interaction with nitrite acid does form N-nitrosoamine? A. C2H5NH2 B. *(C2H5)2NH C. C6H5CH2NH2 D. C6H5NH2 E. (C2H5)3N 388. Which amine at the interaction with nitrite acid does form N-nitrosamine? A. C2H5NH2 B. (C2H5)2NСH3 C. C6H5CH2NH2 D. *C6H5NHCH3 E. (C2H5)3N 389. Which amine does not interact with nitrite acid? A. *С6Н5N(СН3)2 B. (C2H5)2NН C. C6H5CH2NH2 D. С6Н5NHCH3 E. C2H5NH2 390. Which amine does not interact with nitrite acid? A. C6H5CH2NH2 B. (C2H5)2NН C. *(C2H5)2N—CH2CH2CH3 D. С6Н5NHCH3 E. C2H5NH2 391. Which amine does not interact with nitrite acid? A. C6H5CH2NH2 B. (C2H5)2NН C. C2H5NH2 D. С6Н5NHCH3 E. *(C2H5)2N—CH(CH3)2 392. Which amine at the interaction with nitrite acid does form alcohol? A. *C6H5NH2 B. (C2H5)2NН C. C6H5N(CH3)2 D. CH3 – CH2 – NH – CH3 E. (C2H5)3N 393. Which amine at the interaction with nitrite acid does form alcohol? A. (C2H5)2NН B. *C6H5CH2NH2 C. C6H5N(CH3)2 D. CH3 – CH2 – NH – CH3 E. (C2H5)3N 394. Which of the following reactions is the qualitative on the primary amino-group (does not depend of the nature of hydrocarbon radical)? A. R—NH2 + CH3Cl > B. R—NH2 + CH3COCl > C. *R—NH2 + CHCl3 + KOH > D. R—NH2 + HCl > E. R—NH2 + Cl2 > 395. Which of the following amines has the most basic properties? A. *Diethylamine B. Diethylaniline C. Ethylamine D. Aniline E. p-Nitroaniline 396. Determine the primary product for the p-aminophenol obtaining (in one stage): A. Benzol B. *p-Nitrophenol C. Aniline D. Phenol E. p-Nitrotoluene 397. At the heating of aniline with conc. sulfate acid in the medium of high boiling solvent compound, which is a structural fragment of the antibacterial dugs group, formed. Name this compound: A. Sodium p –aminobenzolsulfonete B. Barbituric acid C. Sulfanilamide D. *Sulfanilic acid E. Acetanilide 398. For compounds: а) ammonium; b) p-nitroaniline; c) methylamine; d) methylethylamine; e) triethylamine basic properties depend of the electronic effects of the substitutes near nitrogen atom. Choose the row of increasing of basic properties in non-aqueous solutions: A. *b, а, c, d, e B. b, c, а, d, e C. а, b, c, d, e D. а, b, e, d, c E. b, а, d, c, e 399. What reagent can be used to distinguish ethanol, isopropanol and 2-methylpropanol-2? A. *Lucas sample B. Belshtein sample C. Indophenol sample D. Tollen’s reagent E. Iodoform sample 400. Which of the following halogenderivatives will interact with water solution of alkali with formation of alcohol? A. CH2=CH-Cl B. *CH3CH2Cl C. CH3-CHCl2 D. CH3-CCl3 E. C6H5Cl 401. What reagent can be used to distinguish glycerin from ethyleneglycol? A. NaNО2 B. NaOH C. Na met. D. Cu(OH)2 E. *KHSO4 402. Name the product of interaction of ethyl alcohol and formic acid: A. methylformiate B. formaldehyde C. ethyl ester of acetic acid D. *ethylformiate E. acetoacetic ester 403. Name the product of interaction of ethyl alcohol and acetic acid: A. acetanhydride B. diethyl ether C. *ethylacetate D. ethylformiate E. ethylformiate 404. Chose the secondary alcohol: A. *СН3- СН(ОН)-СН3 B. СН3 -СН2 -СН2 -ОН C. НО-СН2 -СН2-ОН D. (СН3)2-С(ОН)-СН3 E. СН2=СН-СН2-ОН 405. Which of the following acids belongs to OH-acids: A. ethaneamine B. ethane C. acetone D. *ethanol E. benzene 406. Choose the reagent, which can be used to obtain propanol-2 from acetone: A. HCOH B. CH3OH C. CH3I D. HCN E. *Н2 407. For the qualitative reaction of ?-glycols use the following reagent: A. ammonium solution of AgNO3 B. Bromine water C. *Cooper hydroxyde (ІІ) D. iodoform sample E. nitric acid 408. Acidity of alcohols changes according to its atomicity. Choose alcohol, which has the biggest acidic properties A. Isobutanol B. *Glycerin C. Ethanol D. Ethanediol E. Propanol 409. At the interaction of alcohols with hydrohalogen acids, halogenanhydrides of inorganic acids hydroxi-group substitutes on halogen. Specify the reaction, which cases formation of halogenethane from ethanol: A. *CH3CH2OH + NaCl O B. CH3CH2OH + SOCl2 C. CH3CH2OH + PBr3 D. CH3CH2OH + HI + E. CH3CH2OH + PCl5 410. Which of the following compounds will interact with Сu(OH)2? A. Pentanol-2 B. Ethanol C. Propanol-1 D. Isobutyl alcohol E. *Ethanediol-1,2 411. Which of the following compounds will interact with NaOH? A. Butanol-1 B. Methanol C. Isopropyl alcohol D. *Ethanethiol E. Isobutyl alcohol 412. What reagent can be used to distinguish glycerin from ethanol? A. *Cu(OH)2 B. HBr C. FeCl3 D. KMnO4 E. Ag2O 413. What compound will form after the reduction of methylethylketone? A. Butanol-1 B. *Sec-butile alcohol C. Isobutyl alcohol D. Tretbutyl alcohol E. Propanol-2 414. Choose correct name of glycerin by the international nomenclature: A. *Propanetriol-1,2,3 B. Propanol-1 C. Propanol-2 D. Propanetriol-1 E. Propanediol-1,2,3 415. What reagent can be used to distinguish glycerin from ethanol? A. conc. HNO3 and conc. H2SO4 B. Sodium chloride C. *Cooper hydroxide (II) D. powder of cooper at the 280-3000С E. Phosphorus pentachloride 416. According to the structure alcohols in a different way give oxidation reaction. A secondary alcohol after oxidation by chromic mixture in acidic medium forms: A. *ketones B. Baldehydes C. epoxides D. ethers E. esters 417. At the heating of ethyleneglycol in the presence of H2SO4 intermolecular dehydration takes place and dioxane forms. To which class of compounds does dioxane? A. Cyclic ester B. Diatomic alcohol C. Ester D. *Cyclic ether E. Lactone 418. Choose correct name of the alcohol, which forms at the reduction of 3-methypentanal? A. 3-Methyl-5-pentanol B. *3-Methyl-1-pentanol C. 3-Methyl-2-pentanol D. Isopropylcarbinol E. Glycerin 419. As a result of pentanol-2 intramolecular dehydration forms: A. Pentyne-1 B. Pentene-1 C. *Pentene-2 D. Methylpropylic ether E. Pentanediol-1,2 420. What compound does form at the heating of bromoethane with water solution of potassium hydroxide? A. Diethyl ether B. Ethane C. Potassium ethylate D. Ethanoic acid E. *Ethanol 421. What property is not characteric for alcohols? A. *Dissociation on ions B. Interaction with active metals C. Lower alcohols (С1 – С3) mix with water in any ratios D. Oxidize to aldehydes E. React with alkalis 422. Choose reaction, which correct shows the interaction of sodium propylate and water: A. 2СН3ONa + 3H2O O 2CH3OH + Na2O + 2H2 + O2 B. СН3ONa + H2O O CH3OH + NaOH C. *С3Н7ONa + H2O O C3H7OH + NaOH D. 2С3Н7ONa + H2O O 2C3H7OH + NaOH +H2O E. СН3Вr + NaOH В CH3OH + NaBr 423. Choose the formula of methanol homologue: A. C3H5OH B. C6H5OH C. *C7H15OH D. C2H4(OH)2 E. C3H3OH 424. Choose the formula of tertiary alcohol: A. 2-butanol B. 1-butanol C. 3-methylbutanol-2 D. *2-methylbutanol-2 E. 3-pentanol 425. Choose the formula of the secondary alcohol: A. *2-butanol B. 1-butanol C. 3-methylpentanol-3 D. 2-methylbutanol-2 E. 3-pentanol 426. Choose the formula of the primary alcohol: A. 3-methylbutanol-2 B. 2-methylbutanol-2 C. 2-butanol D. *1-butanol E. 3-pentanol 427. If to ethane add bromine and then water solution of potassium hydroxide, we will get: A. Ethanol B. Glycerin C. 2-propanol D. *Ethanediol E. 3-pentanol 428. Which reaction has two stages? A. *C2H5OН + О2 СН3СООН + Н2О B. 2СН3ОН + О2 2НСНО + 2Н2О C. 2СН3СНО + О2 СН3СООН D. СН3СНО + Н2 2 СН3СН2ОН E. СН3СН2СН2СОН+ Н2 2СН3СН2СН2СН2ОН 429. What compound has the following chemical formula С2Н5ОН? A. Butanol B. *Ethanol C. Propanol D. Methanol E. 3-pentanol 430. Which number of hydroxyl groups has glycerin? A. 1 B. 2 C. *3 D. 4 E. 5 431. General formula of saturated alcohols is the following one: A. *CnH2n+1OH B. CnH2nOH C. CnH2n+2 D. CnH2n–2OH E. C2nH2n+2 432. Interaction of alcohols with halogenalkanes belongs to the following type of reaction: A. Polymerization B. Accession C. Elimination D. Decomposition E. *Substitution 433. Glycerin belongs to: A. Aldehydes B. *Polyatomic alcohols C. Carbohydrates D. Fats E. Esters 434. Choose the chemical formula of propanol: A. CH3OH B. *C3H7OH C. C2H5OH D. C4H9OH E. C5H9OH 435. Ethanol is more easily soluble in: A. *Water B. Oils C. Benzene D. Fats E. Alkalis 436. Qualitative reaction on glycerin is an interaction with: A. Calcium hydroxide B. Cooper (ІІ) oxide C. *Cooper (ІІ) hydroxide D. Cooper (І) oxide E. Alkali 437. General formula of monoatomic alcohols is the following one: A. R – C(O) – R B. R – COOH C. R – C(O)H D. *R – CH2OH E. RCOOR 438. Viscid liquid with sweet test, at the interaction with Cu(OH)2 forms intense blue color, at the nitration forms trinitroderivative, which can be used as medicine and like exploding substance. Nmae this compound: A. benzene B. ethyleglycol C. toluene D. *glycerin E. pentanol-3 439. It is known that potassium permanganate is a qualitative reagent on double bound. What compound does form after the interaction with KMnO4 in neutral or weak alkali medium on propene? A. *Propanediol-1,2 B. Propanediol-1,3 C. Propanetriol-1,2,3 D. Propanoic acid E. Propanol-2 440. Specify the product of reaction of diethyl ether and НІ: A. *Ethenol and ethyliodide B. Ethyliodide and methyliodide C. Ethanol and methyliodide D. Methanol and ethyliodide E. Benzyl alcohol and benzyliodide 441. Nitroglycerin belongs to the following class of compounds: A. Polyatomic alcohols B. nitroalcohols C. ethers D. Nitroalkanes E. *ester 442. Choose the mechanism of etherification reaction: A. SN1 B. E1 C. E2 D. *SN2 E. S 443. Which reagents can be used to transform chloroethane in diethyl ether? A. NaOH(H2O) B. *C2H5O-Na+ C. KCN D. NaNO2 E. NaOH(C2H5OH) 444. Ethers are inert compounds. Diluted mineral acids and alkalis do not interact with them on the cold. But ethers can decompose (acidolysis) on the cold by the action of: A. conc. HNO3 B. conc. HCl C. *conc. HI D. conc. NаOH E. Na met. 445. Glycerin trinitrate by the chemical nature is: A. *Ester B. Acid C. Ether D. Polyatomic alcohol E. Alcohol 446. Etherification reaction is the interaction between: A. Alcohol and acid B. Acid and aldehyde C. Alcohol and aldehyde D. *Alcohol and alcohol E. Ketone and aldehyde 447. Choose the reaction of ester formation: A. Interaction of alcohols between each other B. Interaction of alcohols with metallic sodium C. *Interaction of alcohols with carboxylic acids D. Interaction of alcohols with halogenalkanes E. Interaction of alcohols with alkali 448. Choose the reaction of ether formation: A. Interaction of alcohols with alkali B. Interaction of alcohols with metallic sodium C. Interaction of alcohols with carboxylic acids D. Interaction of alcohols with halogenalkanes E. *Interaction of alcohols between each other 449. Choose the reaction of ester obtaining A. CH3–C(O)H + HO–CH3 B. CH3–CH2–CH2–OH + HBr – C. CH3–CH2–OH + HO–CH3 D. *CH3–CH2–OH + CH3–COOH – E. СН2=СН–СН3 + Н2О О 450. What reaction is in the base of diethyl ether obtaining? A. Ethanol oxidation B. *Etherification C. Ethanol dehydration D. Esterification E. Polymerization 451. What compound will react with sodium hydroxide? A. Propane B. Benzene C. *Phenol D. Ethylene E. Butane 452. Reaction, which confirms acidic properties of phenol, takes place with the following reagent: A. HNO3 B. *NaOH C. Br2 D. CO2 E. Н2 453. Phenol does not react with: A. Bromine water B. Sodium hydroxide C. Nitrate acid D. *Chloride acid E. Sulfate acid 454. With sodium hydroxide will react: A. 1,3-dimethylbenzene B. Phenylcarbinol C. *2,4,6-tribromophenol D. Ethanol E. Propanol 455. Phenol from glycerin in solution can be distinguished by the adding of the following reagent: A. *FeCl3 solution B. Nitrate acid C. Sodium D. Calcium E. Sulfate acid 456. Choose the gaseous product of phenol interaction with sodium: A. N2 B. CO2 C. O2 D. C2H4 E. *H2 457. Sodium phenolate forms at the interaction of phenol with: A. Sodium chloride B. *Sodium hydroxide C. Sodium nitrite D. Sodium sulfate E. Sodium bromide 458. What compound can interact with glycerin and phenol? A. Iron (ІІІ) chloride B. Bromine C. Hydrogen bromide D. *Nitrate acid E. Sodium chloride 459. What is the common in the structure of mono-, polyatomic alcohols and phenols? A. Presence of the saturated hydrocarbon radicals B. Presence of the aromatic radical C. *Presence of the functional groups D. Presence of the hydrocarbon radicals with heterocyclic structure E. Presence of the aromatic ring 460. Reagent for the phenol identification is: A. *Bromine water B. Potassium permanganate solution C. Freshly precipitated cooper (ІІ) hydroxide D. Ammonium solution of silver (І) oxide E. Chloride acid 461. Choose the source of phenol obtaining: A. Petroleum B. Nature gas C. Methane D. Iron ore E. *Coal resins 462. What property of phenol does case its usage in medicine? A. Easily soluble in water B. Crystal compound at the normal conditions C. *Kill bacteria, is a strong antiseptic D. Has unpleasant smell E. Bad solvent 463. What compound from the phenol derivatives is used for the synthesis of explodind substances, medicines and as yellow dye? A. 2,4,6-tribromophenol B. *2,4,6-trinitrophenol C. Sodium phenolate D. Hydroquinone E. 2,6-dibromophenol 464. What compound is used in the synthesis of exploding substances? A. *Picric acid B. Benzoic acid C. Ethanoic acid D. Formic acid E. Butyric acid 465. For the distinguishing od phenol and benzene can be used the following compound: A. HNO3 B. H2SO4 C. *FeCl3 D. CH3Cl E. HCl 466. Molecular formula of phenol: A. С2Н5-ОН B. С6Н13-ОН C. С5Н11-ОН D. *С6Н5-ОН E. С2Н3ОН 467. In the phenol molecule hydroxyl radical is connected with: A. *Benzene ring B. Carbon atom in hydrocarbon chain C. Benzene ring through – СН2 – group D. Hydrogen atom E. Oxygen atom 468. Phenol molecule has: A. Two double bounds B. *Three double bounds C. All bounds are equal D. Four double bounds E. One double bound 469. Molecular mass of phenol (С6Н5ОН) is: A. *94 g/mol B. 82 g/mol C. 60 g/mol D. 108 g/mol E. 294 g/mol 470. At the normal conditions phenol exists in a form of: A. Gas B. *Crystal compound C. Liquid D. Amorphous compound E. Gel 471. Phenol can be distinguished from ethanol by the reaction with: A. Lithium B. Sodium C. Sodium carbonate D. Halogen anhydrides of carboxylic acids E. *Sodium hydroxide 472. At the interaction of phenol with potassium the following compound forms: A. Oxygen B. Water C. *Hydrogen D. Carbonic gas E. CO 473. Phenol has the similar properties with: A. Aldehydes B. Alcohols C. Benzene D. *Alcohols and benzene E. Ketones 474. Phenol has properties of: A. Weak base B. Strong acid C. Strong base D. *Weak acid E. Salt 475. Phenol does not give the following reaction: A. Substitution B. Accession C. *Polymerization D. Oxidation E. Decomposition 476. Which of the following compound is quinine? A. 1,2-dihydroxibenzene B. *1,4-dihydroxibenzene C. phenol D. 1,2,3-trihydroxibenzene E. 1,3-dihydroxybenzene 477. What nitrocompound is formed after the W-naphthol nitration? A. *1-Nitronaphthol-2 B. 3-Nitronaphthol-2 C. 4-Nitronaphthol-2 D. 5-Nitronaphthol-2 E. 8-Nitronaphthol-2 478. Which substitute must be present in the benzene ring to make substitutions in o- and p- positions? A. - С(О) Н B. -СООН C. -NO2 D. *- ОН E. -SO3H 479. Choose effects of OH-group: A. -І; -М B. +І; -М C. *-І; +М D. +І; +М E. +М; without inductive effect 480. Salicylic acid belongs to phenoloacids. Choose the qualitative reagent on this acid: A. CH3OH (H+) B. NaOH C. H2SO4 (c.) D. CH3COOH (ice) E. *FeCl3 481. After the pyrochatechol oxidation the following compound formed: A. Gallic caid B. *о-Benzoquinone C. p-Benzoquinone D. Phloroglucinol E. Benzaldehyde 482. What reacgent can be used to distinguish mono- and polyatomic phenols? A. Cu(OH)2 B. (CH3COO)2 Pb C. *FeCl3 D. ZnCl2; HCl conc. E. HIO4 483. Choose the reagent for phenol identification: A. NaHCO3 B. *FeCl3 C. Cu(OH)2 D. Na2CO3 E. HCl 484. Compound with lower melting temperature, which gives color reaction with FeCl3, discolors bromine water, takes part in the polycondensation with formaldehyde, can be obtained by isopropylbenzene oxidation (……), is the following one: A. Benzene B. *Phenol C. Aniline D. Ethanol E. Ethylene 485. Compound, which reacts with alkalis, easily gives substitutions reactions, forms precipitate with bromine water, can be obtained by the hydrolysis of the products of benzene chlorination, is the following one: A. C6H5Cl B. C6H5CH3 C. *C6H5OH D. C3H5(OH)3 E. C6H5NO2 486. Solid compound with lower melting temperature, which reacts with alkalis, interacts with bromine water with formation of white precipitate and can be obtained in industry by the 2-phenylpropane oxidation (….), is the following one4: A. *Phenol B. Benzoic acid C. Glucose D. Potassium acetate E. Salicylic acid 487. Which reagent can be used to distinguish monoatomic phenols from diatomic phenols? A. HIO4 B. ZnCl2; HCl conc. C. Cu(OH)2 D. (CH3COO)2 Pb E. *FeCl3 488. Which reaction can be used to distinguish primary, secondary and tertiary alcohols? A. B. C. * D. E. 489. Which is the identity of the intermediates (A and B) and the end-product (C) in the following scheme? A. B. C. * D. E. 490. Which is the mechanism of the m- cresol sulfonation reaction? A. B. C. D. E. * 491. A. B. C. D. Which is the mechanism of the following reaction? E. * 492. Which is the product of the following reaction? A. B. * C. D. E. 493. Which is the mechanism of the following reaction? A. * B. C. D. E. 494. Which mechanism does the reaction of phenol acylation follows? A. * B. C. D. E. 495. Which reagent should be applied in the propanediol-1,3 synthesis according to the scheme below? A. KMnO4 B. NaO C. *NaOH aq. sol. D. H2O E. H2SO4 conc. 496. Which reagent should be applied in the ethanol synthesis according to the scheme below? A. B. C. D. CH3COONa CH3COONa *NaOH alc. sol. NaOH aq. sol. E. 497. Choose the product of propene hydration. A. B. C. * D. E. 498. From the following compounds choose the structure of benzyl alcohol. A. B. * C. D. E. 499. A. * From the following compounds choose the structure of resorcinol. B. C. D. E. 500. A. B. * C. D. E. From the following compounds choose the structure of phloroglucinol. 501. From the following compounds choose the structure of pyrocatechol. A. B. C. * D. E. 502. What is the name of the effect of total volume decrease of alcohol and water while they mixing? A. interaction B. *contraction C. solving D. solving E. solvation 503. Choose the correct name of the following compound. A. 4-methylhexene-4-ol-3 B. 4-methyl-4-ethylbutene-3-ol-2 C. 1-methyl-1-ethylbutene-1-ol-3 D. *4-methylhexene-3-ol-2 E. 3-methylhexene-3-ol-4 504. Choose the correct name of the following compound. A. 1-methylpropen-2-ol-2 B. butene-1-ol-3 C. 3- methylpropenol D. butene-1-ol-2 E. *butene-3-ol-2 505. Choose the correct name of the following compound. A. pentyne-3-ol-5 B. *pentyne-3-ol-1 C. 5-hydroxypentyne-2 D. pentyn-2-ol-5 E. 2-propynylethanol 506. Choose the correct name of the following compound. A. benzylmethanol B. benzylmethanol C. 1-phenyl-2-hydroxyethene D. 2- hydroxyethylbenzene E. *2- phenylethanol 507. Choose the correct name of the following compound. A. 3- methylbutene-1-ol-4 B. 3- methylbutenone C. 2- methylbutene-3-ol-1 D. *2- methylbutene-3-ol-1 E. 3-methylbutene-2-ol-4 508. Which of the following nitro compound with nitrous acid form nitrolic acid? A. B. C. * D. E. 509. Which of the following nitro compound is not react with alkalis? A. B. * C. D. E. 510. A. Which from brought nitro compound is dissolved in alkalis? B. C. D. E. * 511. A. B. * C. D. E. Which of the following nitro compound is dissolved in alkalis? 512. Which of the following nitro compound not react with nitrous acid? A. B. C. D. E. * 513. Which of the following nitro compounds shall react with nitrous acid with nitrolic acid formation? A. * B. C. D. E. 514. Which of the following nitro compound shall not be dissolved in alkalis? A. B. * C. D. E. 515. Primary nitro compound is: A. B. C. * D. E. 516. Tertiary nitro compound is: A. B. C. D. * E. 517. Secondary nitro compound is: A. B. C. * D. E. 518. A. Primary nitro compound is: B. * C. D. E. 519. Primary nitro compound is: A. * B. C. D. E. 520. A. Secondary nitro compound is: B. * C. D. E. 521. Tertiary nitro compound is: A. B. C. D. * E. 522. A. B. Primary nitro compound is: C. D. E. * 523. Secondary nitro compound is: A. B. * C. D. E. 524. A. B. Primary nitro compound is: C. D. E. * 525. The mechanism of the shown below reaction is: A. B. C. * D. E1 (monomolecular elimination) E. E2 (bimolecular elimination) 526. The mechanism of the shown below reaction is: A. B. * C. D. E. 527. The mechanism of the shown below reaction is: A. B. C. * D. E1 (monomolecular elimination) E. E2 (bimolecular elimination) 528. The mechanism of the shown below reaction is: A. B. C. D. E1 (monomolecular elimination) E. *E2 (bimolecular elimination) 529. Missing reagent of the shown below reaction is: A. B. * C. D. E. 530. The mechanism of chlorobenzene sulfonation is: A. B. * C. D. E. 531. The mechanism of the shown below reaction is: A. * B. C. D. E. 532. The mechanism of the shown below reaction is: A. B. * C. D. E. 533. The mechanism of the shown below reaction is: A. B. C. D. * E. 534. The mechanism of chlorobenzene nitration is: A. B. * C. D. E1 (monomolecular elimination) E. E2 (bimolecular elimination) 535. The mechanism of the shown below reaction is: A. * B. C. D. E. 536. A product of the shown below reaction is: A. B. C. D. E. * 537. Missing reagent of the shown below reaction is: A. HI B. NaOCl C. CH3COONa D. *NaOH aq. solution E. NaOH alc. solution 538. A product of the shown below reaction is: A. B. C. * D. E. 539. A. B. C. D. Missing reagent of the shown below reaction is: NaI *HI NaOH aq. solution NaOH alc. solution E. 540. Missing reagent of the shown below reaction is: A. HBr B. NaOCl C. D. NaOH (aq. solution) E. *NaOH (alc. solution) 541. A product of the shown below reaction is: A. * B. C. D. E. 542. Missing reagent of the shown below reaction is: A. *H2 B. NaOH (alc. solution) C. HBr D. NaOH (aq. solution) E. C2H5OH 543. Missing reagent and products of the shown below reaction are: A. NaOH (alc. solution) and HCl + I2 B. C. * D. E. NaOH (aq. solution) and H2O + NaCl 544. A main product of the shown below reaction is: A. B. C. * D. E. 545. A. B. C. D. A main product of the shown below reaction is: E. * 546. Which reagent for butanonitril synthesis from 1-chloropropane is necessary? A. B. C. D. E. * 547. A main product of the shown below reaction is: A. B. * C. D. E. 548. A main product of the shown below reaction is: A. B. C. * D. E. 549. A main product of the shown below reaction is: A. B. C. * D. E. 550. A main product of the shown below reaction is: A. B. C. D. * E. 551. A main product of the shown below reaction is: A. B. C. D. * E. 552. A. B. * A main product of the shown below reaction is: C. D. E. 553. The symbol SN2 in mechanism designations means: A. bimolecular elimination B. monomolecular nucleophilic substitution C. *bimolecular nucleophilic substitution D. nucleophilic elimination E. nucleophilic addition 554. The most common mechanism of tertiary alkyl halide substitution is: A. B. C. * D. E. 555. For which one compound nucleophilic substitution is most common? A. B. C. C. * D. E. 556. The symbol E1 in mechanism designations means: A. bimolecular elimination B. nucleophilic addition C. *monomolecular elimination D. monomolecular electrophilic substitution E. electrophilic addition 557. The most common mechanism of secondary alkyl halide substitution is: A. B. C. * D. E. 558. The symbol SN1 in mechanism designations means: A. nucleophilic substitution B. *monomolecular nucleophilic substitution C. bimolecular nucleophilic elimination D. nucleophilic elimination E. axxession 559. The symbol E in mechanism designations means: A. accession B. *elemination C. nucleophilic substitution D. electrophilic substitution E. nucleophilic elimination 560. The most common mechanism of primary alkyl halide substitution is: A. B. C. D. * E. 561. Which type of reaction is most common for alkyl halides? A. AR (radical addition) B. nucleophilic addition (AN) C. electrophilic addition (AE) D. *nucleophilic substitution (SN) E. electrophilic substitution (SE) 562. Which of the listed below reagents and conditions for benzylidene chloride synthesis are necessary? A. B. * C. D. E. 563. A. A main product of ethyl benzene chlorination is: B. C. * D. E. 564. Which of the listed below reagents and conditions for benzylchloride synthesis are necessary? A. B. C. * D. E. 565. The mechanism of alkene halogenation, proceeding under the scheme, is: A. AR (radical addition) B. E (elimination) C. *SR (radical substitution) D. SE (electrophilic substitution) E. AE (electrophilic addition) 566. Which of the listed below reagents for chlorobenzene synthesis are necessary? A. B. C. * D. E. 567. Which of the listed below reagents and catalysts for p-chlorotoluene synthesis according to the scheme are necessary? A. Cl2, SnCl2 B. * C. D. E. 568. What compound is formed at the interaction of propanal with chlorine? A. B. * C. D. E. 569. Which is the product of interaction of benzaldehyde with chlorine? A. B. C. * D. E. 570. Which is the product of benzaldehyde nitration? A. B. * C. D. E. CH3 H 3C CH C O C H 571. Give the right name: A. α-methyl-α,β-butanone B. α-methyl-α,β-butanal C. *α-methyl-α,β-butenal D. 2-methylbutanone E. 2-methylbutanal 572. Choose the proper set of starting compound (A) - “reagent” - product (B) according to the following scheme. A. B. C. * D. E. 573. Which is the product of butanal interaction with chlorine? A. B. C. D. * E. 574. A. B. C. * Which is the product of propanal interaction with hydrocyanic acid? D. E. 575. What is the identity of “halide” and “reactant” in the following scheme? A. 1-brompropane and methylamine B. 1,2-dichloroethane and hydrocyanic acid C. *1,1-dichloroethane and hydrocyanic acid D. 1,1,1-trichloroethane and methylamine E. 1,2-dichloropropane and ammonia 576. What is the name of products of hydrazine interaction with aldehydes? A. semicarbazides B. semicarbazones C. hydrazides D. *hydrazones E. oximes 577. What is the name of products of hydroxylamine interaction with aldehydes? A. *aldoximes B. aldimines C. semicarbazones D. aldols E. hydrazones 578. What is the product of aldehyde reaction with water? A. *hydrate B. alcohol C. hydroxyacid D. reaction doesn’t proceed E. hydroxyaldehyde 579. What is the identity of the “reactant” and the intermediate ¬¡ in the following scheme? A. B. C. D. E. 1,1-dichloroethane and alcoholic NaOH solution *1,1-dichloroethane and aqueous NaOH solution chloroethane and NaOH aqueous solution 1,2-dichloroethane and aqueous NaOH solution 1,2-dichloroethane and alcoholic NaOH solution Which product will form when acetic aldehyde is heated in the presence of aluminum ethylate (Tishchenko reaction): 580. A. B. C. * D. E. 581. Which reagent can be used to distinguish methanal from ethanal? A. B. C. D. * E. 582. What is the identity of the end-product A and the “reagent” in the following scheme? A. B. * C. D. E. 583. What is the identity of the intermediate product A and the “reactant” in the following scheme? A. benzyl chloride and NaOH alc. sol. B. *benzyl chloride and NaOH water sol. C. benzyl chloride and NaOH aq. sol. D. m-chlorotoluene and HCl E. β-chlorotoluene and Na2S 584. Which is the identity of the intermediates (A and B) and the conditions of hydration reaction in the following scheme? A. * B. C. D. E. 585. What compound is formed as the result benzaldehyde reaction with the mixture of concentrated nitric acid / concentrated sulfuric acid? A. m-nitrobenzoic acid B. ρ - nitrobenzaldehyde C. *m- nitrobenzaldehyde D. β, β-nitrobenzaldehyde E. benzoic acid 586. Which is the product of condensation of two molecules of benzaldehyde in the presence of cyanide-ions. A. B. C. D. * E. 587. Formalin is used in medical practice as a disinfectant, conservant for anatomical wet preparations. What is formalin? A. 40% water sol. of acetic aldehyde B. *40% water sol. of formic aldehyde C. 40% water sol. of benzaldehyde D. 20% water sol. of acetic aldehyde E. 10% water sol. of formic aldehyde 588. Aldehydes are the derivatives of hydrocarbons that contain group: A. phenyl B. carboxylic C. *carbonyl D. nitrozoE. nitro589. Which reagent can be used to distinguish pentanone-2 from pentanone-3 ? A. * B. C. D. E. 590. A. B. * C. D. What is the product of propanone interaction with hydrazine? E. 591. Which is the product of butanone interaction with HCN in alkaline media? A. * B. C. D. E. 592. What is the name of products of hydroxylamine interaction with ketones? A. ketoimines B. semicarbazones C. hydrazones D. Schiff bases E. *ketoximes 593. Which reagent can be used to distinguish acetone from propanal? A. B. * C. D. E. 594. Which reaction can be used to distinguish propanal from propenal? A. B. C. D. * (H2O) E. 595. Which is the product of benzaldehyde interaction with ammonia? A. B. C. * D. E. 596. Aldehydes interact with the sodium hydrosulphite and form bisulphite accession compounds. Which of the following is the bisulfite addition compound of benzaldehyde? A. B. C. * D. E. 597. The qualitative reaction on aldehyde group is: A. reaction of reduction B. *reaction with acid fuchsin sulfite C. Cannizzaro reaction D. reaction of aldol condensation E. iodoform test 598. A common laboratory test for aldehyde group is the reaction with Tollen’s reagent, which is: A. the ammoniac solution of silver chloride B. the ammoniac solution of silver nitrite C. *the ammoniac solution of silver nitrate D. the alkaline solution of silver oxide E. the alkaline solution of silver chloride 599. What is the identity of the compound A in the following scheme of the reactions? A. B. C. * D. E. 600. Choose the structure of bisulphate compound of aldehyde. A. B. C. * D. E. 601. The industrial method of aldehydes synthesis is oxonation. Which set of reagent is used in this method together with alkenes? A. B. C. * D. E. 602. Semiacetals and acetals result form the interaction of aldehydes with alcohols; identify the type of this reaction. A. hydration B. substitution of hydrogen atom in hydrocarbon radical C. substitution of hydrogen atom in aldehyde group D. *addition E. addition-elimination 603. Choose aldehyde group: A. -С–О–С B. –СН2–ОН C. *–С(О)Н D. –С=О E. -ОН 604. What compound has Carbon atom in sp2-hybridization state? A. *Ethanal B. Ethanol C. Acetylene D. Methane E. Ethane 605. Choose correct name of the following compound (СН3)2СНС(О)Н: A. *2-methylpropanal B. 1,2-dimethybutanal C. Dimethylethanal D. 2,3-dimethylethanal E. Hexanal 606. What compound is the structural isomer of pentanal? A. 2,2-dimethylpentanal B. 3-methylpentanal C. *3-methylbutanal D. 2-methylpentanal E. Hexanal 607. Choose the structural isomer of pentanal: A. *2,2-dimethylpropanal B. 2-methylpropanal C. 3-methylpropanal D. 2-methylpentanal E. Hexanal 608. Methanal and formic aldehyde are: A. Homologues B. Geometric isomers C. Structural isomers D. *The same compounds E. Enantiomers 609. Butanal and 2-methylpropanal are: A. Homologues B. Geometric isomers C. *Structural isomers D. The same compounds E. Enantiomers 610. Formaldehyde and methanal are: A. Homologues B. Geometric isomers C. Structural isomers D. *The same compounds E. Enantiomers 611. Formaldehyde and propanal: A. *Homologues B. Geometric isomers C. Structural isomers D. The same compounds E. Enantiomers 612. Ethanal and acetic aldehyde are: A. Homologues B. Geometric isomers C. Structural isomers D. *The same compounds E. Enantiomers 613. Acetaldehyde and formic acid are: A. *Homologues B. Geometric isomers C. Structural isomers D. The same compounds E. Enantiomers 614. Acetaldehyde and ethanal are: A. Homologues B. Geometric isomers C. Structural isomers D. *The same compound E. Enantiomers 615. What product can be obtained from the acetylene by the Cucherov reaction? A. Acetic acid B. *Acetaldehyde C. Ethylene glycol D. Ethanol E. Acetone 616. After the acetylene dehydratation the following compound can be obtained: A. С2Н5ОН B. С2Н6 C. СН3СООН D. *СН3С(О)Н E. С3Н7ОН 617. After the acetylene hydratation the following compound can be obtained: A. Ethylene B. Ethanol C. Ethanoic acid D. *Ethanal E. Propanal 618. Choose the middle product of the methanol interaction with potassium permanganate solution: A. Formic acid B. *Methanal C. Ethanal D. Ethanoic acid E. Propanal 619. Choose the middle product of ethanol interaction with potassium permanganate solution: A. Formic acid B. Methanal C. *Ethanal D. Ethanoic acid E. Propanal 620. Choose the middle product of propanol interaction with potassium permanganate solution: A. Propionic acid B. *Propanal C. Ethanal D. Ethanoic acid E. Methanal 621. Choose row, which includes names of one compound: A. Toluene, styrene, ethylbenzene B. *Formaldehyde, formic aldehyde, methanal C. Acetone, ethylene, acetylene D. Acetic acid, methylacetate, ethanoic acid E. Acetic acid, acetylene 622. What types of reactions are character for methanal? A. *Oxidation and reduction B. Burning and neutralization C. Exchange and oxidation D. Reduction and exchange E. Exchange and neutralization 623. What type of reactions is not character for ethanal? A. Substitution B. Reduction C. *Exchange D. Oxidation E. Neutralization 624. What compound does form after the formaldehyde reduction? A. *Methanol B. Ethanol C. Butanol D. Propanol E. Hexanol 625. What compound does form after the acetaldehyde reduction? A. Methanol B. *Ethanol C. Butanol D. Propanol E. Hexanol 626. What compound does form after the butanal reduction? A. Methanol B. Ethanol C. *Butanol D. Propanol E. Hexanol 627. What compound does form after the formaldehyde oxidation by cooper (ІІ) hydroxide? A. Benzoic acid B. Butanoic acid C. Acetic acid D. *Formic acid E. Salicylic acid 628. What compound does form after the acetaldehyde oxidation by cooper (ІІ) hydroxide? A. Benzoic acid B. Butanoic acid C. *Acetic acid D. Formic acid E. Salicylic acid 629. What compound does form after the butanal oxidation by cooper (ІІ) hydroxide? A. Benzoic acid B. *Butyric acid C. Acetic acid D. Formic acid E. Salicylic acid 630. What compound does form after the formaldehyde oxidation by the ammonium solution of silver (І) oxide? A. Benzoic acid B. *Formic acid C. Butyric acid D. Carbonate acid E. Salicylic acid 631. What compound does form after the acetaldehyde oxidation by the ammonium solution of silver (І) oxide? A. *Acetic acid B. Butanoic acid C. Propanoic acid D. Formic acid E. Salicylic acid 632. What compound does form after the butanal oxidation by the ammonium solution of silver (І) oxide? A. Benzoic acid B. Acetic acid C. Ethanoic acid D. *Butanoic acid E. Salicylic acid 633. What compound does form after the interaction of propanal with chlorine? A. Chloropropane B. Chloride of propanoic acid C. *α-chloropropanal D. β - bromopropanal E. Dichloropropane 634. What compound does form after the interaction of butanal with chlorine? A. β -chlorobutanal B. Chloride of butanoic acid C. γ-chlorobutanal D. *α-chlorobutanal E. chloral 635. What compound does always form at the reduction of any aldehyde? A. *Carboxylic acid B. Tertiary alcohol C. Secondary alcohol D. Primaryalcohol E. Ketone 636. What compound does always form at the reduction of any ketone: A. Carboxylic acid B. tertiary alcohol C. *Secondary alcohol D. Primary alcohol E. Aldehyde 637. Choose the formula of compound, which forms at the interaction of acetone with hydrogen in the presence of catalyst: A. *СН3-СН(ОН)-СН3 B. С2Н5ОН C. СН3-СН2-СН2-ОН D. С3Н7ОН E. С4Н9ОН 638. Choose the formula of compound, which forms at the interaction of acetone with hydrogen in the presence of catalyst: A. Propanol-1 B. *Propanol-2 C. Propanol-3 D. Ethanol E. Propanone 639. Choose the row of compounds, which react with ethanal: A. Ag2O, Cu(OH)2, Na2SO4 B. Na2O, KOH, CO2 C. H2, O2, NaCl D. *NaHSO3, HCN, H2 E. H2, O2, Na2SO4 640. Choose the row of compounds, which react with ethanal: A. O2, N2, Ca(OH)2 B. *HCN, O2, Cu(OH)2 C. Sr(OH)2, Na2SO4, NaHSO3 D. Ag2O, KCl, KOH E. H2, O2, Na2SO4 641. Choose the row of compounds, which react with ethanal: A. *Cl2, O2, H2 B. Na, K, K2O C. HCN, NaCl, Na2SO4 D. NaHSO3, KBr, Cu(OH)2 E. H2, O2, Na2SO4 642. Choose the row of compounds, which react with propanal: A. *HCN, HNO3, NaHSO3 B. NaHSO4, KOH, O2 C. Ag2O, Cl2, NaHSO3 D. NaHSO3, KOH, Cu(OH)2 E. H2, O2, Na2SO4 643. Choose the row of compounds, which react with propanal: A. O2, Н2, Р B. Сr2O3, Cl2, NaHSO3 C. Ag2O, О2, Н2SO4 D. *NaHSO3, HCN, Cu(OH)2 E. H2, O2, Na2SO4 644. Choose aldehyde from the following compounds: A. CH3COOH B. CH3- CH2- OH C. *CH3-C(O)H. D. CH3-C(O)-CH3 E. H-C(O)OH 645. Specify formula of ethanal: A. *CH3-C(O)H B. H-C(O)H C. CH3-C(O)OH D. H-C(O)OH E. CH3-CH2-OH 646. Determine the general formula of aldehydes: A. CnH2n+1OH B. CnH2n+2COOH C. CnH2n+1COOH D. *CnH2n +1C(O)H E. CnH2n+1COOR 647. Name the functional group: С(O)H A. Carboxylic B. Hydroxyl C. *Aldehyde group D. Keto-group E. Phenyl-group 648. What reaction can be used to confirm presence of aldehyde group in ethanal molecula? A. CH3-C(O)H + H2 = CH3-CH2?OH B. *CH3-C(O)H + Ag2O = CH3-COOH + 2Ag? C. 2CH3-C(O)H + 5O2 = CO2 + H2O D. CH3-C(O)H + [O] = CH3-COOH E. CH3-CH2-OH + CuO = CH3-C(O)H + H2O + Cu 649. Choose the reaction of acetic aldehyde obtaining: A. CH3-CH2-Cl + NaOH = CH3-CH2-OH + NaCl B. CH3-C(O)H + Ag2O = CH3-COOH + 2Ag C. *CH3-CH2-OH + CuO = CH3-C(O)H + H2O + Cu D. CH3-OH + CuO = H-C(O)H + H2O + Cu E. CH3-C(O)H + Ag2O = CH3-COOH + 2Ag 650. The formula H-C(O)H has the following name: A. Acetic aldehyde B. *Formic aldehyde C. Propionic aldehyde D. Butyric aldehyde E. Methanone 651. Ethanal CH3-C(O)H is used for the obtaining of: A. *Acetic acid B. Formic acid C. Methanol D. Propionic acid E. Propanone 652. Organic compound, which is the product of acetylene hydratation, gives “silver mirror” reaction and at the reduction forms ethanol is: A. *Acetaldehyde B. Propane C. Acetic acid D. Acetone E. Propanone 653. Liquid with characteristic smell, which after the oxidation transforms in compound that can be neutralized by alkali and the product of neutralization can be used for the methane obtaining, is: A. Methanal B. Propanal C. *Ethanal D. Butanal E. Hexanal