D. E. * 120. A. B. C. D. E. * A product of the shown below reaction is: 121. A product of the shown below reaction is: A. B. C. D. E. * 122. A. A product of the shown below reaction is: B. C. D. * E. 123. A. B. C. * A product of the shown below reaction is: D. E. 124. A. B. C. D. * E. A product of the shown below reaction is: 125. A product of the shown below reaction is: A. B. C. D. E. * 126. A product of the shown below reaction is: A. B. C. D. * E. 127. A. B. A product of the shown below reaction is: C. * D. E. 128. A. * B. C. D. E. A product of the shown below reaction is: 129. In which position SE reactions in a-naphthol are mainly proceeding? A. 130. Position 5 Position 4 Position 3 Position 2 Position 1 In which position SE reactions in naphthalene ring are mainly proceeding? A. B. * C. D. E. 131. Position 5 Position 4 Position 3 Position 2 Position 1 In which position SE reactions in anthracene ring are mainly proceeding? A. * B. Position 9 Position 8 Position 7 Position 6 Position 5 In which position SE reactions in phenanthrene ring are mainly proceeding? B. * C. D. E. C. D. E. 132. A. * B. C. Position 9 Position 8 Position 7 D. E. Position 6 Position 5 133. In which position SE reactions in m-sulfobenzoic acid are mainly proceeding? A. * B. C. D. E. 134. Position 5 Position 4 Position 3 Position 2 Position 1 Which position subsequent substituents in SE reactions will substitute? A. B. C. * D. E. 135. Position 6 Position 4 Position 3 Position 2 Position 1 A product of the shown below reaction is: A. B. * C. D. E. 136. A. B. C. Which compound is a product of isoprene polymerization? D. * E. 137. Which reagents allow distinguishing butyne-1 from butyne-2? A. * B. C. D. E. Cu(NH3)2OH KMnO4 (H2O) Br2 (CCl4) HBr 138. A reagent (?) and an intermediate product (A) of the shown below reaction are: A. B. * C. D. E. 139. A. B. Main product of butadiene-1,3 interaction with bromine is: C. D. * E. 140. In which position SE reactions in o-aminoanisol are mainly proceeding? A. B. * Position 5 Position 4 Position 3 Position 2 Position 1 In which position SE reactions in 1,3-benzenedisulfuric acid are mainly proceeding? C. D. E. 141. A. * B. C. D. E. 142. A. B. C. * D. E. Position 5 Position 4 Position 3 Position 2 Position 1 In which position SE reactions in p-aminophenol are mainly proceeding? Position 6 Position 4 Position 3 Position 2 Position 1 143. In which position SE reactions in 3-nitrobenzoic acid are mainly proceeding? A. * Position 5 Position 4 Position 3 Position 2 Position 1 Which position subsequent substituents in SE reactions will substitute? B. C. D. E. 144. A. B. C. * D. E. 145. A. B. * C. D. E. 146. A. * B. C. D. E. Position 6 Position 4 Position 3 Position 2 Position 1 Which sequence the increasing of the electrophilic substitution reaction rate of the following compounds describes? A, C, B C, A, B C, B, A B, A, C A, B, C Which sequence the increasing of the electrophilic substitution reaction rate of the following compounds describes? A, C, B C, A, B C, B, A B, A, C A, B, C 147. Which sequence the increasing of the electrophilic substitution reaction rate of the following compounds describes? A. A, C, B C, A, B C, B, A B, A, C A, B, C Which sequence the increasing of the electrophilic substitution reaction rate of the following compounds describes? B. C. D. E. * 148. A. * B. C. D. E. 149. A, C, B C, A, B C, B, A B, A, C A, B, C Which sequence the increasing of the electrophilic substitution reaction rate of the following compounds describes? A. B. C, A, B B, A, C B, A, C A, B, C B, C, A Which sequence the increasing of the electrophilic substitution reaction rate of the following compounds describes? C. D. E. * 150. A. B. * A, C, B C, A, B C. D. E. 151. C, B, A B, A, C A, B, C Which sequence the increasing of the electrophilic substitution reaction rate of the following compounds describes? A. B. A, C, B C, A, B C, B, A B, A, C A, B, C Which position subsequent substituents in SE reactions will substitute? C. D. E. * 152. A. B. C. * D. E. 153. A. B. C. * D. E. Position 6 Position 4 Position 3 Position 2 Position 1 Which sequence the increasing of the electrophilic substitution reaction rate of the following compounds describes? A, C, B C, A, B C, B, A B, A, C A, B, C 154. Which sequence the increasing of the electrophilic substitution reaction rate of the following compounds describes? A. B. A, C, B C, A, B C, B, A B, A, C A, B, C Which sequence the increasing of the electrophilic substitution reaction rate of the following compounds describes? C. D. E. * 155. A. B. * C. D. E. 156. A. B. C. * A, C, B C, A, B C, B, A B, A, C A, B, C A product of the shown below reaction is: D. E. 157. A. B. C. D. E. * A product of the shown below reaction is: 158. Intermediate compound (A) and final product (B) of the shown below reaction are: A. B. C. * D. E. 159. A. B. C. * D. E. 160. A. B. C. * Which of the listed below compound decolorize water solution of potassium permanganate? hexane cyclohexane ethylene ethane butane A product of the shown below reaction is: D. E. 161. An end-product of propene hydrobromination is: A. B. C. D. * E. 162. A. B. C. Main product of butadiene-1,3 hydrogenation is: D. * E. 163. A product of shown below reaction is: A. B. C. D. E. * 164. A. Propyne formation reaction is: B. C. * D. E. 165. An end-product of propene interaction with bromine is: A. B. C. D. E. * 166. An end-product of propene interaction with HCl is: A. B. C. D. * E. 167. Which of the listed reagents allow to distinguish acetylene from ethylene? A. NaHCO3 HBr Ag(NH3)2OH KMnO4 (H2O) Br2 (H2O) Which of the following compound are chain isomers? B. C. * D. E. 168. A. B. C. D. * E. 169. A. Which of the following compound contain conjugated multiple bonds? B. * C. D. E. 170. A. B. C. D. * E. An end-product of propene interaction with water is: 171. What is the name for the structure shown below? A. B. hexadiene-2,3 pentamethylallene C. D. E. * 172. A. 1,3-dimethylpropanediene-1,2 1,2-dimethylallene pentadiene-2,3 A product of butadiene-1,3 polymerization is: B. C. D. * E. 173. A reagent and conditions in which Cucherov’s reaction proceeds are: A. NaOH aq. sol., t° H2O, H2SO4, HgSO4 O3 (t°) KMnO4 (H+) NaOH, alc. sol., t° Starting compound (?) and an end-product of shown below reaction are: B. * C. D. E. 174. A. B. C. * D. E. 175. A product of acetylene interaction with sodium amid is: A. B. C. * D. E. 176. An end-product of butyne-2 interaction with water under Cucherov’s reaction conditions is: A. B. C. * D. E. 177. An end-product of 3-methylbutyne-1 interaction with water under Cucherov’s reaction conditions is: A. B. C. D. * E. 178. A product of propyne interaction with HCl is: A. B. C. D. * E. 179. A. B. * Starting compound (A) and an end-product of shown below reaction are: C. D. E. 180. Starting product for the ozonide decomposition is: A. B. C. * D. E. 181. A. B. C. D. * E. Interaction of ethylene with water solution of potassium permanganate gives: 182. An end-product of ethylbromide interaction with alcohol solution of alkali is: A. B. C. * D. E. 183. An end-product of butyne-2 interaction with excess of chlorine is: A. B. C. D. * E. 184. An end-product in Lebedev’s reaction is: A. B. C. D. E. * 185. A. B. C. D. A product of butanediol-1,3 dehydration is: E. * 186. Сonditions of propene formation from 2-chloropropane are: A. 187. 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. Eltekov’s rule B. C. D. * E. 188. Wurtz’s rule Cucherov’s rule Zaitzev’s rule Markovnikov’s rule The product of the 2,3-dibromobutane’s dehalogenation is: B. C. D. E. * A. B. C. D. * E. 189. What is the name for the structure shown below? What is the name for the structure shown below? A. B. E. 190. 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. E. * 191. 2-ethylheptyne-3 5-methylheptene-3 3-methylheptyne-4 2-ethylhexyne-3 5-methylheptyne-3 What is the name for the structure shown below? A. B. * C. D. E. 192. 3,4-dimethylhexene-1,5 3-methyl-4-ethylhexadiene-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. 4-methylpentadiene-1,3 isohexadiene 4- methylpentadiene-1,2 dimethylbutadiene-1,2 2-methylpentadiene-3,4 C. D. * 193. What is the name for the structure shown below? A. * B. isoprene 2-methylbutene-1,3 methylbutene-1,3 1-methylbutadiene-1,3 3-methylbutadiene-1,3 What is the name for the structure shown below? C. D. E. 194. A. * B. C. D. E. 195. A. * B. C. D. E. 196. A. isopropylethylacetylene dimethylepentyne-2 isopropylbutyne-1 5-methylhexyne-3 3-methylhexyne-3 What is the name for the structure shown below? 4-methylpentyne-2 4-methylpentene-2 methylpentyne-2 isobutylpropyne 2-methylpentyne-3 What is the name for the structure shown below? 197. 4-methyl-2-ethylhexene-4 3,5-dimethylheptene-5 3-methyl-5-ethylhexene-2 3,5-dimethylheptane-2 3,5-dimethylpentene What is the name for the structure shown below? A. B. C. * 4,4-methylhexene-2 4,4-dimethylhexene 4,4-dimethylhexene-2 B. C. D. * E. D. E. 198. 3,3-dimethylhexene-4 2-methyl-2-ethylpentene-3 CH3 CH A. B. C. * D. E. 199. A. B. C. * D. E. 200. A. * B. C. D. CH3 CH2 C CH3 Choose the right name for the molecule: CH3 1,1,4,4-tetramethylbutane 2,2-dimethyl-4-methylpentane 2,2,4-trimethylpentane 2,2,4-trimethylhexane 2,4,4-trimethylpentane The correct name for the shown below compound is: bicyclo[3,2,0]hexane bicyclo[2,3]hexane spiro[2,3]hexane spiro[3,2]hexane spiro[3,4]hexane The correct name for the shown below compound is: E. 201. spiro[2,2]pentane spirobutane spiro[2,3]pentane bicyclopentane dicyclopropane The correct name for the shown below compound is: A. bicyclo[3,4]octane B. bicyclo[4,3]heptane spiro[4,3]heptane bicyclooctane spiro[3,4]оctane The correct name for the shown below compound is: C. D. E. * 202. A. B. * C. spirooctane spiro[3,5]nonane bicyclononane CH3 D. E. 203. A. B. C. D. * E. 204. A. B. C. D. E. * 205. A. * B. C. D. E. 206. A. cyclo[3,5]nonane spiro[5,3]octane The correct name for the shown below compound is: spiro[2,0]heptane spiro[3,2]heptane bicyclo[3,2]heptane bicyclo[3,2,0]heptane bicyclo[0,2,3]heptane The correct name for the shown below compound is: bicyclo[3,1,1]heptane spiro[3,1,1]heptane bicyclo[1,1,3]heptane benzemethylene bicyclo[3,1,1]heptane The correct name for the shown below compound is: bicyclo[2,2,1]heptane bicycloheptane spiro[2,2,1]heptane bicyclo[1,2,2]heptane spiro[1,2,2]heptane The correct name for the shown below compound is: B. bicyclo[3,2,0]octane 3,2,1-bicyclooctane C. * D. E. 207. bicyclo[3,2,1]octane bicyclo[1,2,3]octane bicyclooctane The correct name for the shown below compound is: A. spiro[2,4]octane spiro[4,2,2]octane B. C. D. * E. 208. A. B. C. D. * E. 209. bicyclo[4,2,2]octane bicyclo[4,2,0]octane bicyclo[6,4,2]octane An end-product (C) in the shown below scheme is: CH3-CH2-CH2 -CH3 CH≡CH CH3-CH2-CH3 CH3-CH3 CH2=CH2 The main product of cyclopentane’s interaction with chlorine is: A. B. * C. D. Cl-CH2-CH2-CH2-CH2-CH2-Cl E. 210. A. B. A product of cyclopropane’s interaction with HBr is: C. D. * E. 211. A. B. C. * D. E. 212. Conditions of Konovalov’s alkanes nitration are: t = 100˚C, Р,concentrated HNO3 t = 25˚C, diluted HNO3 t = 140˚C, Р,diluted HNO3 t = 20˚C, Р, concentrated HNO3 t = 140˚C, Р,concentrated HNO3 The product of cyclohexane’s interaction with bromine under the light is: A. B. C. D. * E. 213. A. The product of cyclobutane’s interaction with bromine is: B. Br-CH2-CH2-CH2-CH2-Br C. D. E. * CH3-CH2-CH2-CH2-Br 214. Which type of the covalent carbon-carbon bond exists in cyclopropane? A. B. C. * D. E. 215. triple bond double bond t- or banana bond π-bond ionic bond An intermediate and end products of the shown below reactions are? A. B. C. D. * E. , 216. An intermediate products of the chemical transformation (shown below) are? A. B. CH3−CH3, CH≡CH CH3−CH3, CH2=CH2 CH≡CH, CH2=CH2 C. * D. E. CH≡CH, CH3−CH=CH2 217. A product of methylcyclopropane’s interaction with HBr is: A. B. C. * D. E. 218. Main product of the shown below reaction is? A. B. C. D. E. * 219. What is the chemical name for the structure shown below? A. * B. C. D. E. 220. A. 1-methyl-3-propylcyclopentane 1-methyl-3-propylpentane 1-methyl-3-isopropylpropane 1-methyl-4-isopropylcyclopentane propylcyclopentane What type of chemical reactions is characteristic for alkanes? elimination (E) B. * C. D. E. 221. A. B. C. * D. E. 222. A. B. C. * D. E. 223. A. B. radical substitution (SR) nucleophilic substitution (SN) electrophilic substitution (SE) electrophilic addition (AE) What is the chemical name for the structure shown below? 1,2,3-trimethylcyclopentane 1,2,3-trimethylcyclobutane 1,2,3- trimethylcyclopropane trimethylcyclopropane 1,2,3-trimethylpropane Which of the following structures is the product of aluminium carbide interaction with water? CH3-CH2-СН3 CH3-CH3 CH4 СН≡СН СН2=СН2 What is the chemical name for the structure shown below? E. 224. 1-methyl-3-ethylbenzene 1-methyl-3-ethylcyclohexane m-ethylcyclohexane 1-methyl-3-ethylhexane 3-ethylcyclohexane What is the chemical name for the structure shown below? A. B. isopropylbutane propylcyclopropane C. D. * E. propylbutane propylcyclobutane isopropylcyclohexane C. D. * 225. What is the chemical name for the structure shown below? A. B. 2,3-cyclohexane o-dimethylcyclohexane 2,3-methylbenzene o-dimethylbenzene 1,2-dimethylcyclohexane What is the chemical name for the structure shown below? C. D. E. * 226. A. * B. C. D. E. 227. A. B. C. D. * E. 228. A. B. * C. D. E. 2,3,5-trimethylhexane 4,5-trimethylhexane 2-isopropyl -4-methylpentane 2,3-trimethyl-1-isopropylbutane 2,2,4-trimethylhexane What is the chemical name for the structure shown below? 3,5-diethylhexane 1,1,3-triethylbutane 3-methyl-1,1-diethylpentane 3-methyl-5-ethylheptane 5-methyl-2-ethylheptane What is the chemical name for the structure shown below? 3-butyl-2-methylpentane 2,4-methyl-3-ethylhexane 3-isopropyl-4-ethylhexane 2,4-dimethyl-3-ethylhexane 3,5-dimethyl-4-ethylhexane 229. What is the chemical name for the structure shown below? A. isobutylethane trimethylethylmethane tetrabutylmethylethane tetramethylethane tetramethylmethane What is the chemical name for the structure shown below? B. * C. D. E. 230. A. B. C. * D. E. 231. A. B. C. * D. E. 232. A. B. * C. D. E. 233. A. 1,1,4,4-tetramethylbutane 2,2-dimethyl-4-methylpentane 2,2,4-trimethylpentane 2,2,4-trimethylhexane 2,4,4-trimethylpentane To determine mono-, di-, tri- and polyhydric phenols it is necessary to do the reaction with: Lucas reagent heavy metals FeCl3 NaOH Cu(OH)2 What are the products of the reaction C6H5−ONa + C2H5−Br ↔? C6H5−O−C2H5 + Na + Br2 C6H5−O−C2H5 + NaBr C6H5−ONa + C2H5−Br C6H6 + NaBr + C2H6 C6H5−OBr + C2H5−Na Choose the final product of nitration of phenol: HO OH OH B. O 2N NO2 O 2N NO2 NO2 OH C. * O 2N NO2 NO2 D. OH NO2 NO2 E. OH NO2 234. H3C A. B. C. * D. E. 235. A. B. C. D. * E. 236. A. B. C. D. E. * 237. A. B. C. D. * E. 238. A. B. C. * D. E. 239. A. B. C. D. * E. H2C H2C H2C OH Give the right name : 4-butylbenzene-1-ol 1-butylphenol 4-butylphenol 4-phenylbutane 1-phenylbutane The products of reaction CH3−O−CH3 + HI → are: CH4 +HOH + CH3I CH3−OI + CH4 CH3−OH + CH3−OH CH3−OH + CH3I CH2I−O−CH3 + H2 The general formula of saturated monohydroxy alcohols is: CnH2nSN CnH2n-3SN CnH2n+2SN CnH2n-2SN CnH2n+1SN What compound reacts with sodium hydroxide to form alcohol? CH3−CHCl2 C2HCl CH3−CCl3 CH3CH2Cl CH2=CH−Cl Mercaptane group is: -N=N− -Hg -SN -SCN -CN Norsulphazol is: used as an 5-10% ointment or powder by wounds, urticaria or skin diseases which are characterized by itching an antibacterial mean by infection of urinal canals a hypoglycemic mean used by pneumonia, meningitis, staphylococcal and streptococcal sepsis, infectious diseases a local anaesthetic 240. A. B. * C. D. E. 241. A. B. C. D. E. * 242. A. B. C. D. E. * 243. A. B. C. D. * E. 244. A. B. * C. D. E. 245. A. B. * C. D. E. 246. A. B. * C. D. E. 247. A. B. * What is the product of reaction of ethanol with acetic acid? ethylacetate acetoasetic ether ethyl formiate diethyl ether acetanhydride Choose the right name of the next compound CH3−C=C−CH2−CH2−OH: pentyn-3-ol-5 2-propinylethanol pentyn-3-ol-1 5-hydroxypentyn-2 pentene-2-ol-5 The general formula of saturated monohydroxy alcohols is: CnH2nOH CnH2n-3OH CnH2n+2OH CnH2n-2OH CnH2n+1OH What compound reacts with sodium hydroxide to form alcohol? CH3−CHCl2 C2HCl CH3−CCl3 CH3CH2Cl CH2=CH−Cl To determine glicerine and ethanol it is necessary to use: FeCl3 Cu(OH)2 HBr KMnO4 [Ag(NH3)2]OH What is the product of reaction of ethanol with acetic acid? ethylacetate acetoasetic ether ethyl formiate diethyl ether acetanhydride How many chiral carbon atoms does molecule of glycerine contain? 3 0 2 1 4 Choose the right name of the next compound CH3−C≡C−CH2−CH2−OH: pentyn-3-ol-5 pentyn-3-ol-1 C. D. E. 248. A. B. C. D. * E. 249. A. * B. C. D. E. 250. A. B. C. D. * E. 251. A. B. C. D. E. * 252. A. B. C. D. E. * 253. A. B. C. D. E. * 5-hydroxypentyn-2 pentyn-2-ol-5 2-propinylethanol Sulphanilic acid has acidic centre: SO2NH3 SO2NH2 -SO3NH2 -SO3H -SO2H Bucarbane - is: a hypoglycemic mean a local anaesthetic an antibacterial mean by infection of urinal canals used by pneumonia, meningitis, staphylococcal and streptococcal sepsis, infectious diseases an antibacterial mean, is a part of eye-drops All sulphanylamidic medicines contain the next fragment: 4-NH3-C6H4-SO2-NHR 5-NH2-C6H4-SO2-NHR 6-NH2-C6H4-SO2-NH2R 4-NH2-C6H4-SO2-NHR 2-NH3-C6H6-SO2-NHR Aniline C6H5NH2 is: 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. gas with the smell of ammonium. Methylamine is used in the production of medicines, dyes, insecticides and fungicides white crystal solid. It is used as stimulator of CNS liquid. It is formed in the process of rotting of corpses like putrescin colourless liquid with peculiar smell. It is poisonous. It is used in the process of synthesis of dyes, medicines, plastic materials The products of reaction CH3CH2NH2 + CH3I → are: C2H5NO3 + H2 C2H5NO3 + H2O C2H5NO2 + H2O+ CH3I C2H5NO2 + HI CH3CH2NHCH3 + HI The products of reaction C2H5Cl + H2O ↔ are: C2H5OH + Cl2 C2H5OCl + H2 CH3Cl + CH3Cl + H2O C2H5OCl + H2O C2H5OH + HCl 254. A. B. * C. D. E. An end-product of aniline bromination is: CH3 255. CH3 CH CH2 A. B. C. D. * E. 256. A. B. C. D. E. * 257. A. B. C. D. E. * 258. A. B. C. D. E. * 259. A. B. * Write the right name of compound 1,1,1-trimethyl-3-bromopropane 1-bromo-1,3-dimethylbutane 2-dimethyl-4-bromopentane 2-bromo-4-dimethylpentane 4-dimethyl-2-bromopentane Br C CH3 CH3 Aniline C6H5NH2 is: 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. gas with the smell of ammonium. Methylamine is used in the production of medicines, dyes, insecticides and fungicides white crystal solid. It is used as stimulator of CNS liquid. It is formed in the process of rotting of corpses like putrescin colourless liquid with peculiar smell. It is poisonous. It is used in the process of synthesis of dyes, medicines, plastic materials The products of reaction CH3CH2NH2 + CH3I → are: C2H5NO3 + H2 C2H5NO3 + H2O C2H5NO2 + H2O+ CH3I C2H5NO2 + HI CH3CH2NHCH3 + HI The products of reaction C2H5Cl + H2O ↔ are: C2H5OH + Cl2 C2H5OCl + H2 CH3Cl + CH3Cl + H2O C2H5OCl + H2O C2H5OH + HCl CHCl3 - chloroform - is: the strong narcotic means, especially for short-term narcosis the means for inhalative narcosis. It is relatively toxic. In the presence of light it can oxidize with O C. D. E. forming of HCl and phosgene ( Cl C Cl ) - which is very toxic compound is one of the best means of general narcosis the antiseptic means. It is crystal compound, it has yellow colour. It is used as powder and ointment a) the means 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 CH3 260. CH3 CH CH2 A. B. C. Write the right name of compound 1,1,1-trimethyl-3-bromopropane 1-bromo-1,3-dimethylbutane 2-dimethyl-4-bromopentane Br C CH3 CH3 D. * E. 261. A. * B. C. D. E. 262. A. B. * C. D. E. 263. A. B. C. * D. E. 264. A. B. C. D. * E. 265. A. B. C. D. E. * 266. A. B. * C. D. E. 267. A. * B. C. D. E. 2-bromo-4-dimethylpentane 4-dimethyl-2-bromopentane What compound will form after the sulfonation of naphthalene by concentrated sulfate acid at 160С? 2-naphthalenesulfoacid 1-naphthalenesulfoacid 3-naphthalenesulfoacid 4-naphthalenesulfoacid 5-naphthalenesulfoacid Specify the compound which belongs to condense arenes. Benzene Anthracene Diphenyl Diphenylmethane Triphenylmethane Which method can be used to obtain naphthalene? From toluene From ethylene at 200 о From acetylene at 700-800 о Trimerization of ethylene From phenol Which method can be used in industry to obtain phthalic anhydride? Hydrolysis of phthalic acid Oxidation of phenol Reduction of naphthalene Oxidation of naphthalene Decarboxylation of phthalic acid More easy reactions of accession go in: Naphthalene Benzene Toluene Xylene Anthracene Which compound is formed at the nitration of alpha-methylnaphthalene? 1-Methyl-2-nitronaphthalene 1-Methyl-4-nitronaphthalene 1-Methyl-3-nitronaphthalene 1-Methyl-5-nitronaphthalene 1-Methyl-8-nitronaphthalene Which compound is formed after the nitration of beta-naphthol? 1-Nitronaphthol-2 3-Nitronaphthol-2 4-Nitronaphthol-2 5-Nitronaphthol-2 8-Nitronaphthol-2 268. A. B. C. D. * E. 269. A. * B. C. D. E. 270. A. B. C. * D. E. 271. A. B. * C. D. E. 272. A. B. C. D. E. * 273. A. * B. C. D. E. 274. A. B. C. * D. E. 275. Which compound is formed after the nitration of 1-nitronaphthalene? 1,4-Dinitronaphthalene + 1,8-dinitronaphthalene 1,2-Dinitronaphthalene + 1,4-dinitronaphthalene 1,2-Dinitronaphthalene + 1,5-dinitronaphthalene 1,5-Dinitronaphthalene + 1,8-dinitronaphthalene 1,4-Dinitronaphthalene + 1,8-dinitronaphthalene Choose the reagent which can be used in the obtaining of semicarbazone of acetophenone: H2N-NH-CO-NH2 H2N-CH3 H2N–OH H2N–C6H5 H2N–NH–C6H5 For the aromatic hydrocarbons the most character are reactions of: Nucleophilic substitution Electrophilic accession Electrophilic substitution Elimination Radical substitution Reactions of nitration, sulfonation, alkylation, acylation for aromatic hydrocarbons go by the following mechanism: Free radical substitution Electrophilic substitution Nucleophilic accession Elimination Nucleophilic substitution To which class of organic compound alpha-naphthol belongs? Arenes Alcohols Thiols Carboxylic acids Phenols Specify the compound which belongs to the condense arenes. anthracene benzene diphenyl diphenylmethane triphenylmethane Which of the following compounds more easily gives nitration reaction? Benzoic acid Benzene Methylbenzene Nitrobenzene Chlorbenzene Specify in the presence of what functional group substitution reaction in benzene ring goes in ortoand para-location: A. * B. C. D. E. 276. A. * B. C. D. E. 277. A. * B. C. D. E. 278. A. B. C. D. E. * 279. A. B. * C. D. E. 280. A. * B. C. D. E. 281. A. B. C. D. * E. 282. A. B. * -ОН -СООН -NO2 -С(О) Н -SO3H Name the mechanism of the toluene nitration by the benzene ring. SE E1 E2 SN1 SN2 Name the mechanism of the substitution reaction in benzene molecule. SE S and SN SR SN SR and SN Hydroxyl group in phenol molecule is orients in the following locations: -o –о, -m -m -m, p –о, -p Which of the following compounds belongs to carbocyclic? Furan Benzene Tetrahydrofuran Pyridine Hexane Specify what is the nitric mixture and the mechanism of arenes nitration: c.HNO3 + c. H2SO4; SE КNO3 + c. H2SO4; SE KCl + HNO3; SR c. HNO3 + c. H2SO4; SR c. HNO3 + c. HCl; SN Which of the following compounds is the main product of the chlorination of ethylbenzene at the presence of UV-light? Chlorobenzene 1-Phenyl-2-chloroethane 2-Ethylchlorobenzene 1-Phentl-1-cloroethane Benzylchloride In which case chlorobenzene is the product of reaction? С6Н6 + Cl2 , hv С6Н6 + Cl2 , cat C. D. E. 283. A. B. C. * D. E. 284. A. B. C. D. * E. 285. A. B. C. D. E. * 286. A. * B. C. D. E. 287. A. B. C. * D. E. 288. A. B. * C. D. E. 289. A. * B. C. С6Н14 + 3Cl2 , hv С6Н4 + Cl2 С6Н14 + Cl2, hv Reaction of the transformation of toluene in benzoic acid takes place in the following conditions: Action of hydrogen peroxide at the room temperature Heating with sulfate acid Boiling with potassium permanganate Action of sodium hydroxide at the room temperature Boiling on the air Which of the following substitutes belongs to the meta-orientants? -ОН -C2H5 -N(CH3)2 -СООH -NH2 Substituent of the II type (m-orientant) is: Amino-group Hydroxyl group Alkyl group Halogen Carbonyl group Which of the following substitutes belongs to the meta-orientants? -SO3H -OH -C2H5 -Cl -Br Which of the following substitutes belongs to the orto- and para-orientants? Carboxyl group Nitro-group Aminogroup Carbonyl group Sulfo-group Which of the following substitutes does not belong to the meta-orientants in the electrophilic substitution reactions in benzene ring? NO2 NH2 COH SO3H COOH Which of the following substitutes does not belong to the meta-orientants in the electrophilic substitution reactions in benzene ring? OCOR NO2 COR D. E. 290. A. B. C. D. * E. 291. A. B. C. * D. E. 292. A. B. C. D. * E. 293. A. B. C. * D. E. 294. A. * B. C. D. E. 295. A. B. * C. D. E. 296. A. B. C. * COOR COOH Which of the following substitutes belongs to the orto- and para-orientants? -CНO -СООН -NO2 -OH -SO3H How many Hydrogen atoms can be joined to the benzene molecule at the presence of catalyst? 2 4 6 5 1 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? 6 10 8 14 12 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: 4n n+2 4n + 2 2n + 2 n + 4, where n = 1,2,3,4 ?What electronic effects has nitrobenzene molecule? In which position will first nitro-group direct second nitro-group at the following nitration? -І, - M, orients in m–location -І, - M, orients in о- and p –locations -І, + M, orients in о- and p–locations +І, - M, orients in m–location +І, + M, orients in о- and p-locations For the alkanes nitration (Konovalov’s reaction) used: HNO3 (conc.), H2SO4 (conc.) HNO3 (dil.), t°, p HNO3 CH3COONO2 (acetylnitrate) КNO3, H2SO4 (conc.) NaNO2, H2SO4 (conc.) Choose the product which formed after the nitration of benzoic acid: 4-Nitrobenzoic acid 2-Nitrobenzoic acid 3-Nitrobenzoic acid D. E. 297. A. B. C. D. * E. 298. A. B. C. D. E. * 299. A. * B. C. D. E. 300. A. B. * C. D. E. 301. A. B. C. * D. E. 302. A. B. C. * D. E. 303. A. B. * C. Mixture of 2- and 4-nitrobenzoic acids Mixture 2- and 3-nitrobenzoic acids What compound will form as a result of 1-nitronaphthalene nitration? 1,4-Dinitronaphthalene + 1,8-dinitronaphthalene 1,2-Dinitronaphthalene + 1,4-dinitronaphthalene 1,2-Dinitronaphthalene + 1,5-dinitronaphthalene 1,5-Dinitronaphthalene + 1,8-dinitronaphthalene 1,4-Dinitronaphthalene + 1,8-dinitronaphthalene 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? Nitrobenzene, benzoldiazonium chloride Nitrobenzene, phenylhydroxyleamine, aniline Aniline and nitroaniline Azooxibenzene and benzoldiazonium chloride Nitrobenzene, phenylhydroxylamine, azooxibenzene, azobenzene, hydrazobenzene, aniline What nitrocompound will form as a result of ?-methylnaphthalene nitration? 1-Methyl-4-nitronaphthalene 1-Метил-2-nitronaphthalene 1-Метил-3-nitronaphthalene 1-Метил-5-nitronaphthalene 1-Метил-8-nitronaphthalene What nitrocompound will form as a result of β-naphthol nitration? 3-Nitronaphthol-2 1-Nitronaphthol-2 5-Nitronaphthol-2 4-Nitronaphthol-2 8-Nitronaphthol-2 Choose the conditions of the saturated hydrocarbons (alkanes) nitration: KNO3 + HCl Conc. HNO3 + conc. H2SO4 Dil. HNO3, at the higher To and higher Р Conc. HNO3 Dil. HNO3 on the cold Determine the product which formed at the nitration of nitrobenzene by nitric mixture (conc. HNO3 + conc. H2SO4) P – Dinitrobenzene М – Nitrobenzolsulfoacid M – Dinitrobenzene О – Dinitrobenzene P – Nitrobenzolsulfoacid 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? nitrobenzene aniline phenylhydroxylamine D. E. 304. A. * B. C. D. E. 305. A. B. C. * D. E. 306. A. B. C. D. * E. 307. A. B. C. * D. E. 308. A. B. C. * D. E. 309. A. B. * C. D. E. azobenzene hydrazobenzene 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: Capillary Distillation Open capillary Potentiometric Conductometric 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: Capillary Distillation Open capillary Potentiometric Conductometric 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? 1-Nitro-2-phenylethane 1,4-Dimethyl-3- nitrobenzene 1-Nitro-1-phenylethane 1-Ethyl-4-nitrobenzene 1-Ethyl-3-nitrobenzene Diazocompounds in neutral medium are in the form of: Azocompounds Diazotates Diazohydroxides Azomethynes Diazonium salts General formula of the diazocompounds is ArN2X. What structure has diazocompound if X is a residue of a strong mineral acid? Polar covalent Nonpolar covalent Donor-acceptor Ionic Asymmetric General formula of the diazocompounds is ArN2X. What structure has diazocompound if X is a residue of a weak mineral acid? Alicyclic Covalent Donor-acceptor Ionic Asymmetric 310. A. B. * C. D. E. 311. A. * B. C. D. E. 312. A. B. C. D. * E. 313. A. B. C. D. E. * 314. A. * B. C. D. E. 315. A. B. * C. D. E. 316. A. B. C. * D. Diazocompounds in alkali medium are in the form of: Azocompounds Diazotates Diazohydroxides Azomethynes Diazonium salts 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? p-Dimethylaminobenzol (p-(СН3)2N-C6H4-N=N-C6H5) Phenylalanine (С6Н5СН2СН(NН2)СООН) Nitromethane (СН3NO2) Hydrazobenzol (С6Н5-NН-NН-С6Н5) Ethylamine (СН3СН2NН2) Which of the following compounds а) Ar-N=(N)+Cl–, b) Ar-N=N-OH, c)Ar-N=N-O-Na+, d) ArNH2, e) Ar-NO2 gives reaction of azojoining as azocomponent: а b c d e 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? Azobenzol and benzoldiazonium chloride Aniline and nitoraniline Hydrazobenzol and benzoldiazonium chloride Nitorzobenzol and benzoldiazonium chloride Azobenzol and aniline Which of the following compounds form at the reduction of nitrobenzene by Zinin’s reaction? Nitrobenzol, phenylhydroxylamine, azoxibenzol, azobenzol, hydrazobenzol, aniline nitorbenzol, phenylhydroxylamine, aniline Aniline and nitroaniline Azoxibenzol and benzoldiazonium chloride Nitrobenzol, benzoldiazonium chloride Which of the following reactions can be used to obtain azo-dye? Reduction and diazotation Diazotation and azoconnection Diazotation and interaction with potassium cyanide Formation of salts and nitration Alkylation and nitrosation At the action of alkali excess on phenolphthalein forms: monosodium salt (yellow color) disodium salt (pink color) trisodium salt (colorless) molecular compound (colorless) E. 317. A. B. C. D. * E. 318. A. * B. C. D. E. 319. A. B. C. D. E. * 320. A. B. C. D. * E. 321. A. B. C. * D. E. 322. A. B. * C. D. E. 323. A. * B. C. D. E. tetrasodium salt (colorless) Diazocompounds in acidic medium are in the form of: azomethynes Diazohydroxydes Diazohydrates Diazonium salts azocompounds 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: а b c d e Dye brilliant green as 1% solution use as antiseptic mean. Which of the following condensations cases brilliant green formation? Condensation of formaldehyde with phenol Condensation of phthalic anhydride with phenol Condensation of benzaldehyde with N,N-dimethylaaniline Condensation of benzaldehyde with resorcinol Condensation of benzaldehyde with N,N-diethylaniline Diazocompounds have ionic structure if: Electronodonor substitutes are in the aromatic ring Electronoacceptor substitutes are in the aromatic ring Х – residue of the weak acid Х – residue of the strong acid There are no substitutes in the aromatic ring Diazocompounds have covalent structure if: Electronodonor substitutes are in the aromatic ring Electronoacceptor substitutes are in the aromatic ring Х – residue of the weak acid Х – residue of the strong acid There are no substitutes in the aromatic ring For obtaining of azocompounds use the following method: diazotation reaction azoconnection reaction decomposition of the diazonium salts Zandmajer’s reaction Reduction of nitroarenes in alkali medium Zandmajer ‘s reaction is: Accession reaction in alkali medium Accession reaction in acidic medium Substitution reaction, catalyst – Luis acids Substitution reaction, catalyst – salts of Cu (I) Substitution reaction, catalyst – salts of silver 324. A. B. C. D. E. * 325. A. B. C. * D. E. 326. A. B. C. D. * E. 327. A. B. C. * D. E. 328. A. B. * C. D. E. 329. A. * B. C. D. E. 330. A. B. C. D. E. * 331. A. B. * What reagent can be used to obtain benzene from diazonium chloride? methanol bromine water potassium permanganate concentrated nitric acid ethyl alcohol What reagent can be used to obtain benzene from diazonium chloride? H2PO4 H3PO3 H3PO2 Concentrated nitrate acid Concentrated sulfate acid What reagent can be used to obtain benzene from diazonium chloride? methanol bromine water potassium permanganate formaldehyde conc. nitric acid What type of isomery is characteristic for azocompounds? Nitro-acy-nitro Syn-anti Keto-enol Lactam-lactim Optical isomery Methylorange obtain from: phenol sulfanilic acid diazonium chloride anthranilic acid 4-methylazobenzol What reaction is used for methylorange obtaining? Azojoining of sulfanilic acid with N,N-dimethylaniline Azojoining of sulfanilic acid with N,N-diethylaniline Azojoining of anthranilic acid with N,N-dimethylaniline Azojoining of anthranilic acid with N,N-diethylaniline Azojoining of aniline with diazonium chloride What color has methylorange in acidic medium? purple yellow colorless pink red What color has methylorange in alkali medium? purple yellow C. D. E. 332. A. B. C. D. * E. 333. A. B. C. * D. E. 334. A. * B. C. D. E. 335. A. B. C. D. E. * 336. A. B. C. D. * E. 337. A. B. * C. D. E. 338. A. * B. C. D. E. colorless pink red What color has methylorange in neutral medium? purple pink colorless yellow red What effect have auxochromes in the molecule of azo-dye? Decrease coloration Decrease solubility Increase coloration Increase solubility Do not have effects What reagent can be used to obtain azoxibenzol from azobenzol? Peroxiacids Conc. sulfate acid Conc. nitrate acid Tin chloride Zn + NaOH What reaction can be used to obtain azobenzol from nitrobenzene? Reduction in acidic medium Diazotation Substitution of nitro group Oxidation Reduction in alkali medium From the following groups choose auxochrome: –NO2 –COOH –C(O)H –OH –SO3H From the following groups choose auxochrome: –NO2 –NH2 –C(O)H –COOH –SO3H Diazonium salts can be obtained by: diazotation reaction azojoining alkylation electrophillic substitution acylation 339. A. * B. C. D. E. 340. A. B. C. * D. E. 341. A. B. C. D. * E. 342. A. B. C. D. E. * 343. A. * B. C. D. E. 344. A. B. C. D. * E. 345. A. B. C. D. * E. Which amine at the interaction with nitrite acid forms diazonium salt: ethaneamine N-methylaniline N,N–dimethylethaneamine N-methyl-N-ethylaniline N,N–dimethylaniline Which amine at the interaction with nitrite acid forms diazonium salt: N,N–dimethylethaneamine N-methylaniline aniline N-methyl-N-ethylaniline N,N–dimethylaniline Which amine at the interaction with nitrite acid forms diazonium salt: N,N–dimethylethaneamine N-methylaniline N-methyl-N-ethylaniline p-toluidine N,N–dimethylaniline Which amine at the interaction with nitrite acid forms diazonium salt: N,N–dimethylethaneamine N-methylaniline N-methyl-N-ethylaniline N,N–dimethylaniline benzylamine Which amine will react with nitrite acid with formation of diazonium salt? 4-Br-aniline Methylamine Dimethylamine N-methylaniline Dimethylaniline Which of the following products forms at the interaction of aniline with nitrite acid at the presence of chloride acid? 4-Amino-azobenzol Phenol Chlorobenzol Benzoldiazonium chloride Dimethylaniline 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? Benzene Naphthalene Phenethol β-Naphthol Xylene 346. A. * B. C. D. E. 347. A. * B. C. D. E. 348. A. * B. C. D. E. 349. A. * B. C. D. E. 350. A. B. C. D. E. * 351. A. B. C. D. E. * 352. A. B. C. D. E. * What compound has the most basic properties? CH3–NH2 CH3–OH CH3–SH CH3–O–CH3 CH3–S–CH3 What compound has the least basic properties? С2H5-NH2 C6H5-NH2 (C6H5)NH (C6H5)3N NO2-C6H4-NH2 Which amine is the weakest base? Triphenylamine Diphenylamine Aniline Methylphenylamine Dimethylamine Which of the following amines has not basic properties? (C6H5)3N C6H5NH2 C2H5NH2 (CH3)2NH (C2H5)3N Which amines in pars can be distinguished by the action of sodium nitrite in chloride acidic medium with the following azojoining: N,N–dimethylaniline and N-methyl-N-ethylaniline aniline and benzylamine N,N–dimethylethaneamine and triethylamine N–methylaniline and N-methylethaneamine p-toluidine and N-methylaniline Which amines in pars can be distinguished by the action of sodium nitrite in chloride acidic medium with the following azojoining: N,N–dimethylaniline and N-methyl-N-ethylaniline aniline and benzylamine N,N–dimethylethaneamine and triethylamine N–methylaniline and N-methylethaneamine aniline and N-methylaniline Which amines in pars can be distinguished by the action of sodium nitrite in chloride acidic medium with the following azojoining: N,N–dimethylaniline and N-methyl-N-ethylaniline aniline and benzylamine N,N–dimethylethaneamine and triethylamine N–methylaniline and N-methylethaneamine ethylamine and N-methylaniline 353. A. B. C. * D. E. 354. A. B. C. D. * E. 355. A. B. * C. D. E. 356. A. * B. C. D. E. 357. A. B. C. * D. E. 358. A. B. C. D. * E. 359. A. B. * C. D. E. 360. A. Which amines in pars can be distinguished by the action of sodium nitrite in chloride acidic medium with the following azojoining: N,N–dimethylaniline and N-methyl-N-ethylaniline aniline and benzylamine benzylamine and N-methylaniline N–methylaniline and N-methylethaneamine N,N–dimethylethaneamine and triethylamine Which reaction can be used to distinguish trimethylamine and n-propylamine? alkylation acylation interaction with HCl isonitrile test interaction with dil. H2SO4 Which reaction can be used to distinguish ethylamine and N-methylethylamine? alkylation isonitrile reaction interaction with HCl acylation interaction with dil. H2SO4 Which reaction can be used to distinguish p-toluidine and N-methylaniline? izonitrile reaction acylation interaction with HCl alkylation interaction with dil. H2SO4 Which reaction can be used to distinguish primary amines from secondary and tertiary? C2H5Cl (CH3CO)2O CHCl3 + NaOH CH3COCl H2SO4 Sulfanilamides use as bactericide means. They are derivatives of: p-chlorobenzoic acid p-aminobenzoic acid p-nitrobenzoic acid p-aminobenzolsulfoacid Salicylic acid Ethyl ether of p-aminobenzoic acid is used as analgesic mean. What name of this substance? Novocain Anesthesin Streptocide Ethazol Aspirin Which of the organic amines has the most basic properties? aniline B. C. * D. E. 361. A. B. C. D. E. * 362. A. B. * C. D. E. 363. A. B. C. * D. E. 364. A. B. C. D. * E. 365. A. B. * C. D. E. 366. A. * B. C. D. E. 367. A. B. C. diphenylamine methylamine triphenylamine diphenylmethylamine For the primary amines character the following type of reaction: SE2 SN1 Е2 Е1 SN2 Anesthesin and Novocain use in medicine as local anesthetic mean. Esters of which of the following acids they are? A-aminobutyric acid Paraaminobenzoic acid Salicylic Gallic acid m-sulfobenzoic Definitions “primary”, “secondary”, “tertiary” in amines associated with: Dependence near which carbon atom (primary, secondary or tertiary) is amino-group Number of amino-groups in the molecule Number of hydrocarbons residues near nitrogen atom nature of hydrocarbon groups near nitrogen atom number of ?-bounds which nitrogen atom Aniline, N-methylaniline and N,N-dimethylaniline can be distinguished by the usage of: CHCl3, NaOH NaNO3 (HCl) FeCl3 NaNO2 (HCl) KMnO4 From the following names choose the name of anesthesin: Methyl ether of p-aminobenzoic acid Ethyl ether of p-aminobenzoic acid Propyl ether of p-aminobenzoic acid Ethylbenzoate Methylbenzoate Amines have basic properties which can be confirmed by the reaction of interaction with: HCl Methyliodide Acetic anhydride Chloroform in alkali Acetaldehyde Which of the following amines is the primary? СН3–N(С6Н5)–СН3 СН3 -NH –СН2 -СН3 СН3 – N(СН3)–СН3 D. * E. 368. A. B. * C. D. E. 369. A. B. C. * D. E. 370. A. B. C. D. * E. 371. A. * B. C. D. E. 372. A. * B. C. D. E. 373. A. B. C. D. * E. 374. A. B. C. * СН3-СН(NH2)-СН3 СН3 –СН2 –N(СН3)-СН2-СН2-СН3 Anesthesin is a local anesthetic. Specify the reagent which can be used to identify aromatic aminogroup in anesthesin molecule: AgNO3 NaNO2 (HCl) HNO3 (H2SO4) NaHCO3 Cu(OH)2 Specify the reagent which can be used to identify secondary amines: HCOOH CH3COOH HNO2 HNO3 HClO4 Choose the reagent which can be used to distinguish primary, secondary and tertiary aliphatic amines H2SO4 NaNO3 K2Cr2O7 NaNO2 (HCl) HCl Specify the reaction of the aniline obtaining: Zinin’s reaction Kucherov reaction Lebedev reaction Canitsarro reaction Colbe-Shmidt reaction Which electronic effects are in the aniline molecule? in which position amino-group orients the next substitute in the reaction of electrophillic (SE)? -I, + M, orients in о- and p–position -І, - M, orients in m-position - І, + M, orients in m-position - І, - M, orients in m-position -І, + M, orient in о- and p-position Which electronic effects are in the acetanilide molecule? To which row of substitutes does acetated amino-group belong? +І, - M, І row -І, - M, ІІ row -І, + M, ІІ row -І, + M, І row +І, + M, ІІ row For the amines alkylation use: acetic anhydride alkanes halogenalkanes D. E. 375. A. B. C. D. E. * 376. A. B. C. * D. E. 377. A. * B. C. D. E. 378. A. B. C. D. E. * 379. A. B. * C. D. E. 380. A. B. C. D. * E. 381. A. * B. C. D. acetic acid halogenanhydrides of the carboxylic acids Which of the following amines has the most basic properties? p-Nitroaniline Diethylaniline Ethylamine Aniline Diethylamine Which of the following reactions is use for the primary amino-group identification? Hoffman’s regrouping Zinin’s reaction Isonitrile test Acylation Nitration Which of the following amines with nitrite acid formes N-nitrosamine? Diethylamine Ethylamine Triethylamine Aniline Ethylenediamine At the interaction of aniline with an excess of bromine water white precipitate formed. What compound did form? 4-bromoaniline 2,4-dibromoaniline 2, 6-dibromoaniline 2-bromoaniline 2,4,6-tribromoaniline Aromatic amines are weaker bases then aliphatic amines. Which amine is the weakest base? Diphenylamine Triphenylamine Aniline Methylphenylamine Dimethylamine What reagent can be used to wash crockery from aniline? Potash solution Sodium hydroxide solution Water Diluted solution of chloride acid Potassium hydrocarbonate solution Amines are the biological active compounds. Which of the following amines has the most basic properties? NO2-C6H4-NH2 C6H5NH2 ( C6H5)2NH ( C6H5)3 N E. 382. A. * B. C. D. E. 383. A. С2H5-NH2 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? (CH3CO)2O CH3CНO C2H5Cl HNO2 CHCl3 + NаOH Which of the following reactions leads to the formation of secondary amine: R—NH2 > R—NH—R? B. * C. acylation alkylation amonolysis interaction with nitrite acid reduction Choose the alkylation reaction: C2H5 – NH2 + HNO2 > C2H5 – NH2 + Cl2 > С2H5 – NH2 + C2H5Br > C2H5 – NH2 + (CH3CO)2O > C2H5 – NH2 + H2SO4 > Choose the acylation reaction: C2H5 – NH2 + HNO2 > C2H5 – NH2 + Cl2 > С2H5 – NH2 + C2H5Br > C2H5 – NH2 + (CH3CO)2O > C2H5 – NH2 + H2SO4 > Which reaction can confirm the basic properties of amines? C2H5NHCH3 + CH3Cl > C6H5NH2 + (CH3CO)2O > n–C3H7NH2 + HCl > n–C4H9NH2 + HNO2 > C6H5NHCH3 + H2> Which amine at the interaction with nitrite acid does form N-nitrosoamine? C2H5NH2 (C2H5)2NH C6H5CH2NH2 D. E. 388. A. B. C. D. * E. C6H5NH2 (C2H5)3N Which amine at the interaction with nitrite acid does form N-nitrosamine? C2H5NH2 (C2H5)2NСH3 C6H5CH2NH2 C6H5NHCH3 (C2H5)3N B. * C. D. E. 384. A. B. C. * D. E. 385. A. B. C. D. * E. 386. A. B. C. * D. E. 387. A. 389. 395. Which amine does not interact with nitrite acid? С6Н5N(СН3)2 (C2H5)2NН C6H5CH2NH2 С6Н5NHCH3 C2H5NH2 Which amine does not interact with nitrite acid? C6H5CH2NH2 (C2H5)2NН (C2H5)2N—CH2CH2CH3 С6Н5NHCH3 C2H5NH2 Which amine does not interact with nitrite acid? C6H5CH2NH2 (C2H5)2NН C2H5NH2 С6Н5NHCH3 (C2H5)2N—CH(CH3)2 Which amine at the interaction with nitrite acid does form alcohol? C6H5NH2 (C2H5)2NН C6H5N(CH3)2 CH3 – CH2 – NH – CH3 (C2H5)3N Which amine at the interaction with nitrite acid does form alcohol? (C2H5)2NН C6H5CH2NH2 C6H5N(CH3)2 CH3 – CH2 – NH – CH3 (C2H5)3N Which of the following reactions is the qualitative on the primary amino-group (does not depend of the nature of hydrocarbon radical)? R—NH2 + CH3Cl > R—NH2 + CH3COCl > R—NH2 + CHCl3 + KOH > R—NH2 + HCl > R—NH2 + Cl2 > Which of the following amines has the most basic properties? A. * B. C. D. E. 396. A. Diethylamine Diethylaniline Ethylamine Aniline p-Nitroaniline Determine the primary product for the p-aminophenol obtaining (in one stage): Benzol A. * B. C. D. E. 390. A. B. C. * D. E. 391. A. B. C. D. E. * 392. A. * B. C. D. E. 393. A. B. * C. D. E. 394. A. B. C. * D. E. B. * C. D. E. 397. A. B. C. D. * E. 398. A. * B. C. D. E. 399. A. * B. C. D. E. 400. A. B. * C. D. E. 401. A. B. C. D. E. * 402. A. B. C. D. * E. 403. p-Nitrophenol Aniline Phenol p-Nitrotoluene 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: Sodium p –aminobenzolsulfonete Barbituric acid Sulfanilamide Sulfanilic acid Acetanilide 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: b, а, c, d, e b, c, а, d, e .а, b, c, d, e а, b, e, d, c б, а, d, c, e ?What reagent can be used to distinguish ethanol, isopropanol and 2-methylpropanol-2? Lucas sample Belshtein sample Indophenol sample Tollen’s reagent Iodoform sample Which of the following halogenderivatives will interact with water solution of alkali with formation of alcohol? CH2=CH-Cl CH3CH2Cl CH3-CHCl2 CH3-CCl3 C6H5Cl What reagent can be used to distinguish glycerin from ethyleneglycol? NaNО2 NaOH Na met. Cu(OH)2 KHSO4 Name the product of interaction of ethyl alcohol and formic acid: methylformiate formaldehyde ethyl ester of acetic acid ethylformiate acetoacetic ester Name the product of interaction of ethyl alcohol and acetic acid: A. B. C. * D. E. 404. A. * B. C. D. E. 405. A. B. C. D. * E. 406. A. B. C. D. E. * 407. A. B. C. * D. E. 408. A. B. * C. D. E. 409. A. * B. C. D. E. 410. acetanhydride diethyl ether ethylacetate ethylformiate ethylformiate Chose the secondary alcohol: СН3- СН(ОН)-СН3 СН3 -СН2 -СН2 -ОН НО-СН2 -СН2-ОН (СН3)2-С(ОН)-СН3 СН2=СН-СН2-ОН Which of the following acids belongs to OH-acids: ethaneamine ethane acetone ethanol benzene Choose the reagent, which can be used to obtain propanol-2 from acetone: HCOH CH3OH CH3I HCN Н2 For the qualitative reaction of ?-glycols use the following reagent: ammonium solution of AgNO3 Bromine water Cooper hydrohyde (ІІ) iodoform sample nitric acid Acidity of alcohols changes according to its atomicity. Choose alcohol, which has the biggest acidic properties Isobutanol Glycerin Ethanol Ethanediol Propanol 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: CH3CH2OH + NaCl O CH3CH2OH + SOCl2 CH3CH2OH + PBr3 CH3CH2OH + HI + CH3CH2OH + PCl5 Which of the following compounds will interact with Сu(OH)2? A. B. C. D. E. * 411. A. B. C. D. * E. 412. A. * B. C. D. E. 413. A. B. * C. D. E. 414. A. * B. C. D. E. 415. A. B. C. * D. E. 416. A. * B. C. D. E. 417. A. Pentanol-2 Ethanol Propanol-1 Isobutyl alcohol Ethanediol-1,2 Which of the following compounds will interact with NaOH? Butanol-1 Methanol Isopropyl alcohol Ethanethiol Isobutyl alcohol What reagent can be used to distinguish glycerin from ethanol? Cu(OH)2 HBr FeCl3 KMnO4 Ag2O What compound will form after the reduction of methylethylketone? Butanol-1 Phtorbutile alcohol Isobutyl alcohol Tretbutyl alcohol Propanol-2 Choose correct name of glycerin by the international nomenclature: Propanetriol-1,2,3 Propanol-1 Propanol-2 Propanetriol-1 Propanediol-1,2,3 What reagent can be used to distinguish glycerin from ethanol? conc. HNO3 and conc. H2SO4 Sodium chloride Cooper hydroxide (II) powder of cooper at the 280-3000С Phosphorus pentachloride According to the structure alcohols in a different way give oxidation reaction. A secondary alcohol after oxidation by chromic mixture in acidic medium forms: ketones aldehydes epoxides ethers esters At the heating of ethyleneglycol in the presence of H2SO4 intermolecular dehydration takes place and dioxane forms. To which class of compounds does dioxane? Cyclic ester B. C. D. * E. 418. A. B. * C. D. E. 419. A. B. C. * D. E. 420. A. B. C. D. E. * 421. A. * B. C. D. E. 422. A. B. C. * D. E. 423. A. B. C. * D. E. 424. A. B. C. Diatomic alcohol Ester Cyclic ether Lactone Choose correct name of the alcohol, which forms at the reduction of 3-methypentanal? 3-Methyl-5-pentanol 3-Methyl-1-pentanol 3-Methyl-2-pentanol Isopropylcarbinol Glycerin As a result of pentanol-2 intramolecular dehydration forms: Pentyne-1 Pentene-1 Pentene-2 Methylpropylic ether Pentanediol-1,2 What compound does form at the heating of bromoethane with water solution of potassium hydroxide? Diethyl ether Ethane Potassium ethylate Ethanoic acid Ethanol What property is not characteric for alcohols? Dissociation on ions Interaction with active metals Lower alcohols (С1 – С3) mix with water in any ratios Oxidize to aldehydes React with alkalis Choose reaction, which correct shows the interaction of sodium propylate and water: 2СН3ONa + 3H2O O 2CH3OH + Na2O + 2H2 + O2 СН3ONa + H2O O CH3OH + NaOH С3Н7ONa + H2O O C3H7OH + NaOH 2С3Н7ONa + H2O O 2C3H7OH + NaOH +H2O СН3Вr + NaOH В CH3OH + NaBr Choose the formula of methanol homologue: C3H5OH C6H5OH C7H15OH C2H4(OH)2 C3H3OH Choose the formula of tertiary alcohol: 2-butanol 1-butanol 3-methylbutanol-2 D. * E. 425. A. * B. C. D. E. 426. A. B. C. D. * E. 427. A. B. C. D. * E. 428. A. * B. C. D. E. 429. A. B. * C. D. E. 430. A. B. C. * D. E. 431. A. * B. C. D. E. 432. A. 2-methylbutanol-2 3-pentanol Choose the formula of the secondary alcohol: 2-butanol 1-butanol 3-methylpentanol-3 2-methylbutanol-2 3-pentanol Choose the formula of the primary alcohol: 3-methylbutanol-2 2-methylbutanol-2 2-butanol 1-butanol 3-pentanol If to ethane add bromine and then water solution of potassium hydroxide, we will get: Ethanol Glycerin 2-propanol Ethanediol 3-pentanol Which reaction has two stages? C2H5OН + О2 СН3СООН + Н2О 2СН3ОН + О2 2НСНО + 2Н2О 2СН3СНО + О2 СН3СООН СН3СНО + Н2 2 СН3СН2ОН СН3СН2СН2СОН+ Н2 2СН3СН2СН2СН2ОН What compound has the following chemical formula С2Н5ОН? Butanol Ethanol Propanol Methanol 3-pentanol Which number of hydroxyl groups has glycerin? 1 2 3 4 5 General formula of saturated alcohols is the following one: CnH2n+1OH CnH2nOH CnH2n+2 CnH2n–2OH C2nH2n+2 Interaction of alcohols with halogenalkanes belongs to the following type of reaction: Polymerization B. C. D. E. * 433. A. B. * C. D. E. 434. A. B. * C. D. E. 435. A. * B. C. D. E. 436. A. B. C. * D. E. 437. A. B. C. D. * E. 438. A. B. C. D. * E. 439. A. * Accession Elimination Decomposition Substitution Glycerin belongs to: Aldehydes Polyatomic alcohols Carbohydrates Fats Esters Choose the chemical formula of propanol: CH3OH C3H7OH C2H5OH C4H9OH C5H9OH Ethanol is more easily soluble in: Water Oils Benzene Fats Alkalis Qualitative reaction on glycerin is an interaction with: Calcium hydroxide Cooper (ІІ) oxide Cooper (ІІ) hydroxide Cooper (І) oxide Alkali General formula of monoatomic alcohols is the following one: R – C(O) – R R – COOH R – C(O)H R – CH2OH RCOOR 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: benzene ethyleglycol toluene glycerin pentanol-3 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? Propanediol-1,2 B. C. D. E. 440. A. * B. C. D. E. 441. A. B. C. D. E. * 442. A. B. C. D. * E. 443. A. B. * C. D. E. 444. A. B. C. * D. E. 445. A. * B. C. D. E. 446. A. B. C. Propanediol-1,3 Propanetriol-1,2,3 Propanoic acid Propanol-2 ?Specify the product of reaction of diethyl ether and НІ: Ethenol and ethyliodide Ethyliodide and methyliodide Ethanol and methyliodide Methanol and ethyliodide Benzyl alcohol and benzyliodide Nitroglycerin belongs to the following class of compounds: Polyatomic alcohols nitroalcohols ethers Nitroalkanes ester Choose the mechanism of etherification reaction: SN1 E1 E2 SN2 S Which reagents can be used to transform chloroethane in diethyl ether? NaOH(H2O) C2H5O-Na+ KCN NaNO2 NaOH(C2H5OH) 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: conc. HNO3 conc. HCl conc. HI conc. NаOH Na met. Glycerin trinitrate by the chemical nature is: Ester Acid Ether Polyatomic alcohol Alcohol Etherification reaction is the interaction between: Alcohol and acid Acid and aldehyde Alcohol and aldehyde D. * E. 447. A. B. C. * D. E. 448. A. B. C. D. E. * 449. A. B. C. D. * E. 450. A. B. * C. D. E. 451. A. B. C. * D. E. 452. A. B. * C. D. E. 453. A. B. C. D. * E. 454. Alcohol and alcohol Ketone and aldehyde Choose the reaction of ester formation: Interaction of alcohols between each other Interaction of alcohols with metallic sodium Interaction of alcohols with carboxylic acids Interaction of alcohols with halogenalkanes Interaction of alcohols with alkali Choose the reaction of ether formation: Interaction of alcohols with alkali Interaction of alcohols with metallic sodium Interaction of alcohols with carboxylic acids Interaction of alcohols with halogenalkanes Interaction of alcohols between each other Choose the reaction of ester obtaining CH3–C(O)H + HO–CH3 CH3–CH2–CH2–OH + HBr – CH3–CH2–OH + HO–CH3 CH3–CH2–OH + CH3–COOH – СН2=СН–СН3 + Н2О О What reaction is in the base of diethyl ether obtaining? Ethanol oxidation Etherification Ethanol dehydration Esterification Polymerization What compound will react with sodium hydroxide? Propane Benzene Phenol Ethylene Butane Reaction, which confirms acidic properties of phenol, takes place with the following reagent: HNO3 NaOH Br2 CO2 Н2 Phenol does not react with: Bromine water Sodium hydroxide Nitrate acid Chloride acid Sulfate acid With sodium hydroxide will react: A. B. C. * D. E. 455. A. * B. C. D. E. 456. A. B. C. D. E. * 457. A. B. * C. D. E. 458. A. B. C. D. * E. 459. A. B. C. * D. E. 460. A. * B. C. D. E. 461. A. B. C. 1,3-dimethylbenzene Phenylcarbinol 2,4,6-tribromophenol Ethanol Propanol Phenol from glycerin in solution can be distinguished by the adding of the following reagent: FeCl3 solution Nitrate acid Sodium Calcium Sulfate acid Choose the gaseous product of phenol interaction with sodium: N2 CO2 O2 C2H4 H2 Sodium phenolate forms at the interaction of phenol with: Sodium chloride Sodium hydroxide Sodium nitrite Sodium sulfate Sodium bromide What compound can interact with glycerin and phenol? Iron (ІІІ) chloride Bromine Hydrogen bromide Nitrate acid Sodium chloride What is the common in the structure of mono-, polyatomic alcohols and phenols? Presence of the saturated hydrocarbon radicals Presence of the aromatic radical Presence of the functional groups Presence of the hydrocarbon radicals with heterocyclic structure Presence of the aromatic ring Reagent for the phenol identification is: Bromine water Potassium permanganate solution Freshly precipitated cooper (ІІ) hydroxide Ammonium solution of silver (І) oxide Chloride acid Choose the source of phenol obtaining: Petroleum Nature gas Methane D. E. * 462. A. B. C. * D. E. 463. A. B. * C. D. E. 464. A. * B. C. D. E. 465. A. B. C. * D. E. 466. A. B. C. D. * E. 467. A. * B. C. D. E. 468. A. B. * C. D. E. Iron ore Coal resins What property of phenol does case its usage in medicine? Easily soluble in water Crystal compound at the normal conditions Kill bacteria, is a strong antiseptic Has unpleasant smell Bad solvent What compound from the phenol derivatives is used for the synthesis of explodind substances, medicines and as yellow dye? 2,4,6-tribromophenol 2,4,6-trinitrophenol Sodium phenolate Hydroquinone 2,6-dibromophenol What compound is used in the synthesis of exploding substances? Picric acid Benzoic acid Ethanoic acid Formic acid Butyric acid For the distinguishing od phenol and benzene can be used the following compound: HNO3 H2SO4 FeCl3 CH3Cl HCl Molecular formula of phenol: С2Н5-ОН С6Н13-ОН С5Н11-ОН С6Н5-ОН С2Н3ОН In the phenol molecule hydroxyl radical is connected with: Benzene ring. Carbon atom in hydrocarbon chain Benzene ring through – СН2 – group Hydrogen atom Oxygen atom Phenol molecule has: Two double bounds Three double bounds All bounds are equal Four double bounds One double bound 469. A. * B. C. D. E. 470. A. B. * C. D. E. 471. A. B. C. D. E. * 472. A. B. C. * D. E. 473. A. B. C. D. * E. 474. A. B. C. D. * E. 475. A. B. C. * D. E. 476. A. B. * Molecular mass of phenol (С6Н5ОН) is: 94 g/mol 82 g/mol 60 g/mol 108 g/mol 294 g/mol At the normal conditions phenol exists in a form of: Gas Crystal compound Liquid Amorphous compound Gel Phenol can be distinguished from ethanol by the reaction with: Lithium Sodium Sodium carbonate Halogen anhydrides of carboxylic acids Sodium hydroxide At the interaction of phenol with potassium the following compound forms: Oxygen Water Hydrogen Carbonic gas CO Phenol has the similar properties with: Aldehydes Alcohols Benzene Alcohols and benzene Ketones Phenol has properties of: Weak base Strong acid Strong base Weak acid Salt Phenol does not give the following reaction: Substitution Accession Polymerization Oxidation Decomposition Which of the following compound is quinine? 1,2-dihydroxibenzene 1,4-dihydroxibenzene C. D. E. 477. A. * B. C. D. E. 478. A. B. C. D. * E. 479. A. B. C. * D. E. 480. A. B. C. D. E. * 481. A. B. * C. D. E. 482. A. B. C. * D. E. 483. A. B. * C. D. E. phenol 1,2,3-trihydroxibenzene 1,3-dihydroxybenzene What nitrocompound is formed after the W-naphthol nitration? 1-Nitronaphthol-2 3-Nitronaphthol-2 4-Nitronaphthol-2 5-Nitronaphthol-2 8-Nitronaphthol-2 Which substitute must be present in the benzene ring to make substitutions in o- and p-positions? - С(О) Н -СООН -NO2 - ОН -SO3H Choose effects of OH-group: -І; -М +І; -М -І; +М +І; +М +М; without inductive effect Salicylic acid belongs to phenoloacids. Choose the qualitative reagent on this acid: CH3OH (H+) NaOH H2SO4 (c.) CH3COOH (ice) FeCl3 After the pyrochatechol oxidation the following compound formed: Gallic caid о-Benzoquinone p-Benzoquinone Phloroglucinol Benzaldehyde What reacgent can be used to distinguish mono- and polyatomic phenols? Cu(OH)2 (CH3COO)2 Pb FeCl3 ZnCl2; HCl conc. HIO4 Choose the reagent for phenol identification: NaHCO3 FeCl3 Cu(OH)2 Na2CO3 HCl 484. A. B. * C. D. E. 485. A. B. C. * D. E. 486. A. * B. C. D. E. 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: . Benzene . Phenol . Aniline . Ethanol . Ethylene 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: C6H5Cl C6H5CH3 C6H5OH C3H5(OH)3 C6H5NO2 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: Phenol Benzoic acid Glucose Potassium acetate Salicylic acid