Chapter 24 Organic Chemistry Student: ___________________________________________________________________________ 1. The general formula for alkenes is A. B. C. D. E. 2. The general formula of an alkane is A. B. C. D. E. 3. CnH2n+2 C2nH2n CnHn+2 CnH2n CnH2n-2 CnH2n CnH2n+2 CnH2n-2 CnH2n+4 CnH2n-4 Which one of these formulas is that of an unsaturated hydrocarbon? A. B. C. D. E. 4. Which of these molecules is unsaturated? A. B. C. D. E. 5. C3H8 CH3OH C5H10 CH4 C4H10 The formula A. B. C. D. E. an alkane. an alkyne. an alcohol. an unsaturated hydrocarbon. a CFC. represents 6. Which one of these hydrocarbons does not have isomers? A. B. C. D. E. 7. How many structural isomers are there of C4H10? A. B. C. D. E. 8. 4 6 2 8 10 Which of these species are structural isomers of C6H14? A. B. C. D. E. 9. C7H16 C6H14 C5H10 C4H8 C3H8 I and II I and III II and III II and IV III and IV Which of these pairs are geometric isomers? A. B. C. D. 10. The two molecules represented below are examples of A. B. C. D. E. isomers isotopes alcohols carboxylic acids unsaturated hydrocarbons 11. The two molecules represented below are examples of A. B. C. D. E. geometric isomers. structural isomers. optical isomers. stereoisomers. none of these 12. Which of these species is an aromatic compound? A. B. C. D. E. C2H2 C6H12 C6H4Br2 C5H10 C2H4Br2 13. The octane rating of gasoline refers to its A. B. C. D. E. percentage C8H18 by volume. radiation dose. alcohol level. ability to resist engine knocking. percentage of unsaturated hydrocarbons. 14. Which one of these hydrocarbon chains would have the highest octane rating? A. B. C. D. 15. The compound that has a triple bond between one pair of carbon atoms is called a/an A. B. C. D. E. alkane. chlorofluorocarbon. alkyne. alkene. alcohol. 16. The alkane with six carbon atoms is called A. B. C. D. E. butane. hexane. heptane. butene. none of these. 17. Which of these is the systematic name for the compound represented below? A. B. C. D. E. 2-ethylbutane 3-methylpentene 3-methyl-1-pentene 3-methyl-1-hexene 2-methylhexane 18. The systematic name for the compound represented below is A. B. C. D. E. 4,5-diethylheptane. 3-propyl-4-ethylhexane. 3-ethyl-4-propylhexane. 3-methyl-4-propylheptane. 2-ethyl-4-propylhexane. 19. Which of these is the systematic name for the compound represented below? A. B. C. D. E. 2,3-dibromopentane 1,2-dibromopentane 2,3-dibromopropane 1,2-propane dibromide 1,2-dibromopropane 20. The correct structure for 2,3,3-trimethylpentane is A. B. C. D. 21. The group of atoms that is responsible for the characteristic properties of a family of organic compounds is called a/an ________ group. A. B. C. D. E. hydrocarbon functional ether enzyme polyatomic ion 22. Organic compounds with the general formula R-O-R (where R is an alkyl group) are called A. B. C. D. E. alkenes. alcohols. ethers. aldehydes. organic acids. 23. Which one of these structures represents a carboxyl functional group A. B. C. D. E. 24. Which one of these structures represents an ester functional group? A. B. C. D. 25. Which one of these choices is the formula for a ketone? A. B. C. D. E. CH3CHO CH3OCH3 CH3COCH3 CH3COOH 26. "Wood alcohol" is the common name for A. B. C. D. E. methanol. ethanol. propyl alcohol. ethylene. acetylene. 27. The name for the compound with the formula CH3CH2CH2CH2OH is A. B. C. D. E. propanol. propane. butanol. pentane. pentanol. 28. Which type of organic compound does not contain a carbonyl group? A. B. C. D. E. ethers carboxylic acids ketones aldehydes esters 29. Acetylene, C2H2, the simplest alkyne, can be prepared from "inorganic" materials. Which of these reactions is used to prepare acetylene in this way? A. B. C. D. 2C + H2 C2H2 C2H4 C2H2 + H2 2CO + 2H2O C2H2 + H2O2 CaC2 + 2H2O C2H2 + Ca(OH)2 30. Which one of these compounds will result from the addition of HCl to A. B. C. D. E. none of these 31. Which is the product of the reaction of one mole of HCl with one mole of 1-butyne? A. B. C. D. 1-chloro-1-butene 1-chloro-2-butene 2-chloro-1-butene ethyl chloride + acetylene 32. The reaction of an alcohol and a carboxylic acid yields A. B. C. D. E. a hydrocarbon. an ester. an ether. an aldehyde. a ketone. ? 33. The reaction of ethylene and water yields A. B. C. D. E. an aldehyde. an ester. an alcohol. an ether. an organic acid. 34. Oxidation of the 2-propanol will produce a/an A. B. C. D. E. aldehyde. amine. alkene. ketone. carboxylic acid. 35. Esters are synthesized from two classes of organic compounds. Those two types of compounds are A. B. C. D. E. acids and bases. amines and alcohols. alcohols and acids. amines and alkenes. alkenes and bases. 36. Which choice gives the structures of the reaction products when the ester below is hydrolyzed in acid solution? A. B. C. D. 37. The reaction of Cl2 with CH4 to produce methyl chloride is an example of a/an A. B. C. D. E. free radical reaction. addition reaction. reduction reaction. ester hydrolysis. polymerization. 38. Which of these statements describes a condensation reaction? A. B. C. D. E. addition of H2O to a double bond linking an acid and an alcohol to make an ester and water addition of H2 to an alkene oxidation of ethanol to acetaldehyde hydrolysis of an ester 39. Bromination of benzene (C6H6), an aromatic compound, A. B. C. D. E. occurs by substitution rather than addition. occurs by addition rather than substitution. occurs more rapidly than bromination of a nonaromatic compound. results in formation of 1,2,3,4,5,6-hexabromocyclohexane. occurs in the absence of a catalyst. 40. Amines are A. B. C. D. E. organic bases that react with water to produce ammonia. organic acids that react with water to produce ammonia. organic bases that react with acids to form ammonium salts. organic acids that react with bases to form ammonium salts. none of these. 41. Which of these reactions leads to a change in the hybridization of one or more carbon atoms? A. B. C. D. E. free radical halogenation of an alkane hydrolysis of an ester to yield an acid and an alcohol substitution of an aromatic ring using a halogen oxidation of an alcohol to yield a carboxylic acid neutralization of an amine using a strong mineral acid 42. Which functional group, when present in a compound that is allowed to stand in air, poses a danger of slowly yielding explosive peroxides? A. B. C. D. E. ether alcohol carboxylic acid ketone unsaturated hydrocarbon 43. Which of the following compounds are isomers? I. pentane II. 2-methylbutane III. 2,3-dimethylbutane IV. 2,2-dimethylpropane V. 1-hexene 44. Write the formula for the alcohol and the carboxylic acid from which the following ester may be synthesized. 45. Write the formula for the alcohol and the carboxylic acid from which the following ester may be synthesized. 46. Write the formula for the alcohol and the carboxylic acid from which the following ester may be synthesized. 47. Name the following compound: 48. Name the following compound: 49. The systematic name for the hydrocarbon with the following structural formula is 1-ethyl-2-methylbutane. True False 50. The systematic name for the compound with the following structural formula is 4,5-dimethyl-2-hexene. True False 51. The oxidation product of 1-propanol when using Cr2O72- as the oxidizing agent is acetone. True False 52. The reaction of hydrogen chloride gas with propene will yield 1-chloropropane as the main product. True False 53. Cycloalkanes have the general formula CnH2n. True False Chapter 24 Organic Chemistry Key 1.D 2.B 3.B 4.C 5.D 6.E 7.C 8.D 9.D 10.A 11.B 12.C 13.D 14.A 15.C 16.B 17.C 18.D 19.E 20.A 21.B 22.C 23.D 24.B 25.C 26.A 27.C 28.A 29.D 30.C 31.C 32.B 33.C 34.D 35.C 36.B 37.A 38.B 39.A 40.C 41.D 42.A 43.I, II, and IV 44. 45. 46. 47. 2,2-dimethylbutane 48. 2,3-dimethylbutane 49.FALSE 50.TRUE 51.FALSE 52.FALSE 53.TRUE 1. Carbon forms so many more compounds than other elements because ____. A) carbon atoms can form more than four bonds B) carbon forms strong ionic bonds with many metals C) carbon atoms link up with each other to form chains and rings D) all carbon compounds are thermodynamically very stable 2. An example of an aromatic compound is _____. A) cyclohexane B) naphthalene C) neopentane D) propane 3. Which of the following compounds is not aromatic? A) benzene B) anthracene C) naphthalene D) ethene 4. An example of a saturated compound is _____. A) propane B) propylene C) butyne D) isobutylene 5. Alkenes exhibit geometrical isomerism due to C = C _____. A) free rotation B) restricted rotation C) free vibration D) restricted vibration 6. Geometrical isomerism is exhibited by ______. A) paraffins B) alkenes C) alkanes D) alkynes 7. Alkanes do not undergo _____ reactions. A) substitution B) combustion C) addition D) any of the above 8. A chiral carbon atom is not _____. A) unsymmetric B) symmetric C) dissymmetric D) asymmetric 9. An achiral carbon atom is _____. A) unsymmetric B) asymmetric C) dissymmetric D) symmetric 10. An example of a chiral alkane is _____. A) isobutane B) 3-methylhexane C) n-butane D) 3-methylpentane 11. An example of an achiral alkane is _____. A) 3-methylhexane B) 3-methylheptane C) 3-methylpentane D) 4-methyloctane 12. The number of different monochloro pentanes that can be produced by the chlorination of n-pentane is _____. A) four B) three C) two D) five 13. The hydrocarbon formula C4H8 has a total of _____ possible isomers. A) three B) five C) four D) six 14. The compound C3H5Br will have _____ possible isomers. A) four B) three C) two D) five 15. The hydrocarbon having the lowest boiling point among the following is _____. A) n-pentane B) neopentane C) isopentane D) 2-methylbutane 16. The hydrocarbon C4H6 can be an/a _____. A) alkene B) alkyne C) cycloalkene D) all of the above 17. The hydrocarbon C5H12 can be _____. A) only an alkane B) only an alkyne C) only an alkene D) a cycloalkane 18. The most unstable hydrocarbon among the following is _____. A) cyclopentane B) neopentane C) cyclobutadiene D) ethane 19. An alkane can be differentiated from an alkene using _____. A) Br2/CCl4 B) NaOH C) CH3COOH D) FeCl3 20. Acetylene can polymerize to yield _____. A) polyacetylene B) polyethene C) benzene D) toluene 21. Which of the following can yield two different isomers on reaction with HBr? A) 1-butene B) 2-butene C) pentane D) ethene 22. 1,2-dichloropropane exhibits _____ isomerism. A) no B) optical C) cis-trans D) tanto 23. Which of the following molecules has a chiral carbon atom? _____ A) CH3CH(NH2)COOH B) CH2(NH2)COOH C) CH2(OH)CH2(OH) D) CH3COOH 24. Which of the following exhibits geometrical isomerism? A) 2-pentene B) 1-pentene C) pentane D) 1-butene 25. Which of the following undergoes addition reactions? A) butane B) benzene C) naphthalene D) acetylene 26. Which among the following is not a planar molecule? A) cyclohexane B) benzene C) ethylene D) acetylene 27. Mesitylene is _____. A) 1,4-dimethylbenzene B) 1,2-dimethylbenzene C) 1,3,5-trimethylbenzene D) 1,2,3-trimethylbenzene 28. Which of the following is not considered a functional group? A) –CHO B) –COOH C) –H D) –OH 29. A Lewis base among the following is _____. A) diethyl ether B) butane C) cyclohexane D) neopentane 30. Which compound class is basic in nature? A) ketones B) aldehydes C) amines D) phenols 31. Which of the following molecular formulas cannot represent an ether? A) CH4O B) C2H6O C) C3H8O D) C4H10O 32. A carbon–oxygen double bond is not present in the _____ functional group. A) ester B) ether C) amine D) acid 33. Compounds which can be easily oxidized are _____. A) carboxylic acids B) phenols C) amides D) aldehydes 34. Methyl formate is a/an _____. A) ester B) ketone C) ether D) aldehyde 35. An ester can be produced by the reaction of _____. A) a carboxylic acid and a base B) a carboxylic acid and an alcohol C) a carboxylic acid and an amine D) an aldehyde and an alcohol 36. Which one of the following saturated compounds can have geometric isomers? A) 1,1-dichlorocyclopropane B) 1,2-dichlorocyclopropane C) 1,2-dichloropropane D) 1,3-dichloropropane 37. On oxidation, the compound C4H10O yields a ketone. The original compound could be _____. A) n-butanol B) isobutyl alcohol C) secondary butyl alcohol D) tertiary butyl alcohol 38. Ketones can be obtained by the oxidation of _____. A) tertiary alcohols B) primary alcohols C) secondary alcohols D) aldehydes 39. The compound C4H10O does not react with sodium metal . On chlorination ithe compound produces three different monochloro isomers. The compound could be _____. A) isobutyl alcohol B) diethyl ether C) methyl n-propyl ether D) methyl isopropyl ether 40. Which class of compounds will not react with sodium metal? A) acids B) alcohols C) aldehydes D) phenols 41. Ethyl methanoate is a/an _____. A) ether B) ester C) anhydride D) acid 42. What is a commercial use for naphthalene? A) mothballs B) automotive antifreeze C) as a welding gas D) as an anesthetic gas 43. HBr will react with _____. A) ethyne B) naphthalene C) ethane D) benzene 44. The functional group not containing oxygen is _____ . A) ether B) amine C) alcohol D) acid 45. The formula CH3CH2COOCH2CH3 represents a/an _____ . A) ester B) ether C) alcohol D) ketone 46. The compound with the molecular formula C7H7Cl cannot be _____. A) 4-chlorotoluene B) benzyl chloride C) 3-chloropentane D) 2-chlorotoluene 47. How many carbon atoms are in the 2,3-dimethylpentane molecule? A) 5 B) 6 C) 7 D) 10 48. The correct order of reactivity among the following pairs is _____. A) CH2 = CH2 < CH4 B) CH3CHO > CH3COCH3 C) CH3CH2OH < CH3OCH3 D) acid < ester 49. Compounds that form hydrogen bonds with water are _____. A) ethers B) alkanes C) alcohols D) alkenes 50. How many different isomers can be derived from ethylene if two hydrogen atoms are replaced by a fluorine atom and a chlorine atom? A) 2 B) 3 C) 4 D) 5 51. The compound that does not form hydrogen bonds with water is _____. A) benzene B) phenol C) acetic acid D) ethylamine 52. Besides water, the major component of vinegar is _____. A) ethanol B) acetic acid C) lactic acid D) phenol 53. Alcoholic beverages contain _____. A) CH3CHO B) CH3COCH3 C) CH3COOH D) CH3CH2OH 54. The substance used as automotive antifreeze is _____. A) glycerol B) ethylene glycol C) CH3COOH D) CH3OH 55. Natural gas mainly consists of _____. A) C2H6 B) C3H8 C) CH4 D) C6H6 56. Ethylene is chemically most similar to _____. A) acetylene B) propylene C) benzene D) toluene 57. How many carbon–carbon sigma bonds are present in the benzene molecule? A) six B) twelve C) three D) eighteen 58. The number of carbon–carbon sigma bonds in the cyclohexane molecule is _____. A) 12 B) 6 C) 18 D) 3 59. The number of carbon–carbon sigma bonds in the 2-methyl-3-ethylpentane molecule is _____. A) 6 B) 8 C) 5 D) 7 60. The total number of sigma bonds in a benzene molecule is _____. A) 12 B) 8 C) 6 D) 18 61. The total number of sigma bonds in a cyclohexane molecule is _____. A) 24 B) 18 C) 12 D) 10 62. Which of the following molecules does not contain two -bonds? A) acetylene B) 1,3-butadiene C) 2-propyne D) propylene 63. The compound not having empirical formula CH is _____. A) cyclobutadiene B) benzene C) acetylene D) 1,3-butadiene 64. The percentage by mass of oxygen in C2HCl3O is _____. A) 20.12 B) 10.85 C) 32.15 D) 16.2 65. Compounds with the C4H8Cl2 molecular formula can exhibit _____ isomerism. A) optical B) geometrical C) functional D) no 66. Combustion of an unknown organic compound is used to determine its ____. A) degree of unsaturation B) functional groups C) density D) empirical formula 67. 2-bromo-3-methyl-1-butene can be obtained from 3-methyl-1-butyne by the action of _____. A) Br2 B) HBr C) HBr, peroxide D) CH3Br 68. 3-methyl-1-butyne can be converted into 1,2-dibromo-3-methylbutane by using _____. A) 2 moles of HBr B) HBr/peroxide C) Br2 D) none of the above 69. The reaction of 2 moles of HBr with 1-butyne yields _____. A) 1,1-dibromobutane B) 1,2-dibromobutane C) 2,2-dibromobutane D) 1,3-dibromobutane 70. A compound containing an asymmetric carbon is _____. A) 1,1-dibromocyclopropane B) 1,2-dibromobutane C) 1,1-dibromopropane D) 2,2-dibromobutane 71. An optically inactive compound among the following is _____. A) aminoacetic acid B) 2-aminopropanoic acid C) 2-chlorobutane D) 2-bromo-1-propanol 72. Dichlorobenzene would have _____ isomers if the molecule had no resonance. A) five B) four C) six D) three 73. Propanal is an isomer of _____. A) propanol B) propanaldehyde C) acetone D) propane 74. Ethanol and dimethyl ether are _____ isomers. A) functional B) stereo C) position D) geometrical 75. The compound having the lowest boiling point is _____. A) C2H5OH B) CH3CHO C) CH3OCH3 D) CH3COCH3 76. Which of the following is the least soluble in water? A) CH3CH2OH B) CH3COOH C) CH3CH3 D) CH3CHO 77. The unpleasant smell of fish is due to volatile _____. A) amines B) alcohols C) acids D) esters 78. Benzene can be differentiated from cyclohexane using _____. A) conc HCl B) conc HNO3 C) HBr D) HCOOH 79. Wood spirit is _____. A) methyl alcohol B) ethyl alcohol C) acetic acid D) acetone 80. Marsh gas is _____. A) ethane B) methane C) butane D) methanol 81. Which of the following will exhibit isomerism? A) 1-butyne B) 2-butyne C) 1-butane D) 2-butene 82. The number of asymmetric carbon atoms in 1,2-dichloropropane is _____. A) three B) none C) two D) one 83. The number of asymmetric carbon atoms in a molecule of 1,3-dichlorobenzene is _____. A) zero B) 1 C) 2 D) 3 84. Propylene can be converted into isopropanol using _____. A) dil H2SO4 B) KMNO4 C) Br2/H2O D) HNO3 85. Rubbing alcohol is _____. A) ethyl alcohol B) methyl alcohol C) n-propyl alcohol D) isopropyl alcohol 86. Grain alcohol is _____. A) CH3OH B) CH3CH(OH)CH3 C) CH3CH2OH D) CH3CH2CH2OH 87. Trans-2-pentene is an isomer of _____. A) trans-2-butene B) pentane C) cyclopentane D) pentyne 88. Fat hydrolysis yields _____. A) ethyl alcohol B) ethylene glycol C) glycerol D) isopropyl alcohol 89. Lye is a solution of _____. A) NaCl B) Na2CO3 C) NaOH D) NaNO3 90. The iodine value of an oil is defined as the number of grams of iodine that can react with _____ of the oil. A) 1 kg B) 100 g C) 1000 mg D) 100 kg 91. Iodine values are used to determine the _____ of an oil. A) degree of unsaturation B) molecular weight C) molecular formula D) degree of branching 92. Iodine reacts with Na2S2O3 to yield _____. A) Na2S B) Na2SO4 C) Na2S4O6 D) Na2SO3 93. Soaps are sodium salts of _____. A) glycerol B) fatty acids C) glycol D) sulphonic acid 94. Chemically, oils are similar to _____. A) enzymes B) proteins C) fats D) cholesterol 95. Chemically, oils are _____. A) amides B) ethers C) esters D) ketones 96. Fatty acids are _____. A) monocarboxylic acids B) monohydric alcohols C) polycarboxylic acids D) dicarboxylic acids 97. Which of the following statements is correct? A) oils are solids and fats are liquids B) fats are solids and oils are liquids C) oils and fats are liquids D) oils and fats are solids 98. Oils are converted into solids by _____. A) iodination B) oxidation C) hydration D) hydrogenation 99. A byproduct of soap manufacturing is _____. A) fatty acids B) glycerol C) glycol D) acetone 100. Iodine concentrations can be determined by titration with _____. A) sodium sulfide B) sodium thiosulfate C) sodium sulfate D) sodium sulfite Answer Key 1. 2. 3. 4. 5. 6. 7. 8. 9. 10. 11. 12. 13. 14. 15. 16. 17. 18. 19. 20. 21. 22. 23. 24. 25. 26. 27. 28. 29. 30. 31. 32. 33. 34. 35. 36. 37. 38. 39. 40. 41. 42. 43. 44. 45. 46. 47. 48. 49. 50. C B D A B B C B D B C B D A B D A C A C A B A A D A C C A C A B D A B B C C D C B A A B A C C B C B 51. 52. 53. 54. 55. 56. 57. 58. 59. 60. 61. 62. 63. 64. 65. 66. 67. 68. 69. 70. 71. 72. 73. 74. 75. 76. 77. 78. 79. 80. 81. 82. 83. 84. 85. 86. 87. 88. 89. 90. 91. 92. 93. 94. 95. 96. 97. 98. 99. 100. A B D B C B A B D A B D D B A D B C C B A B C A C C A B A B D D A A D C C C C B A C B C C A B D B B