Стор. 1 з 37. English. Submodule Choose the product of reaction A. E. B. D. C. B. D. C. E. *** A.

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1 Стор. 1 з 37 Final submodule control I: «The theoretical basis of the structure and reactivity of organic compounds, aliphatic and aromatic, hydroxy and halogeno hydrocarbons, their thio analogues and amines." 1. Choose the product of reaction English. Submodule 1 A. E. B. D. C. B. D. C. E. *** A.

2 Стор. 2 з Myrcene is a monoterpene contained in bay leaves. A. E. 4 B. *** D. 3* C. C. 2 D. B. 1 E. A Choose the product of reaction A. *** E. B. D.

3 Стор. 3 з 37 C. C. D. B. E. A. 4. Choose the product of reaction A. *** E.

4 Стор. 4 з 37 B. D. C. C. D. B. E. A. 5. Choose the product of reaction A. E.

5 Стор. 5 з 37 B. *** D. C. C. D. B. E. A. 6. Complete the reaction: A. E. B. D.

6 Стор. 6 з 37 C. *** C. D. B. E. A. 7. Define the type of marked bond A. covalent non-polar bond B. *** covalent polar bond C. dative bond D. ionic bond

7 Стор. 7 з 37 E. hydrogen bond 8. Specify the type and charge of the electronic effects of the nitrogen atom in the molecule of the aniline A. +I B. +I;+M C. *** -I;+M D. -I; -M E. -I 9. Which class of hydrocarbons reveals acidic properties A. A. aklanes B. B. alkenes C. C. arenes D. D. alkadienes E. *** E. terminal alkynes 10. Give the most correct nomenclature name (IUPAC) for the following compound: A. 1,5-dioxohexene-3-ol-2 B. 1-oxo 2 hydroxyhexene-3-one-4 C. 2,6-dioxo-5-hydroxyhexene-3 D. 2-oxo-5-hydroxyhexenal E. *** 2-hydroxy-5-oxohexene-3-al 11. Furosemide is a strong diuretic: Specify its senior functional group.

8 Стор. 8 з 37 A. SO2NH2 B. furan ring C. secondary amino group D. *** СООН E. Cl 12. Select the compound with the strongest basic properties among the next compounds: A. 2 B. 3 C. 1 D. 5 E Specify the type and charge of the electronic effect of the nitrogen atom in the molecule of benzonitrile A. *** -I;-M B. -I C. -I;+M D. -M E. +M 14. There are some five-membered heterocyclic compounds components of the many drugs: Which of them has the strongest acidic properties. A. 3 B. *** 5 C. 1 D. 2 E. 4

9 Стор. 9 з Choose the strongest base in the following line of amines: A. 5 B. *** 3 C. 4 D. 2 E How many chiral centres are present in the following compound? A. 4 B. 3 C. *** 2 D. 1 E Assign IUPAC name to this carboxylic acid A. *** 2-Methylpropanoic acid B. Butanoic acid C. propanoic acid D. 2,2-Dimethylpropanoic acid 18. Assign IUPAC name to this carboxylic acid A. *** 2,2-Dimethylpropanoic acid B. propanoic acid C. 2-Methylpropanoic acid D. Butanoic acid 19. Assign IUPAC name to this carboxylic acid

10 Стор. 10 з 37 A. *** Butanoic acid B. propanoic acid C. 2,2-Dimethylpropanoic acid D. 2-Methylpropanoic acid 20. Assign IUPAC name to this carboxylic acid A. *** 2-Ethylpentanoic acid B. 2,2-Dimethylpropanoic acid C. 2-Methylpropanoic acid D. propanoic acid 21. Assign IUPAC names to this aldehyde A. *** 2-Methylpropanal B. 2,3-Dichlorobutanal C. 3-hydroxypentanal D. 3-methylbutanal 22. Assign IUPAC names to this aldehyde A. *** 2,3-Dichlorobutanal B. 2-Methylbutanal C. 3-hydroxypentanal D. 3-methylbutanal 23. Assign IUPAC names to this aldehyde A. *** 2-Ethylpentanal

11 Стор. 11 з 37 B. 3-hydroxypentanal C. 3-methylbutanal D. 2,3-Dichlorobutanal 24. Assign IUPAC names to this ketone A. *** 3-Hydroxy-4-methylcyclohexanone B. 2,4-Dimethyl-3-pentanone C. 3-bromocyclopentanone D. 2-methylcyclohexanone 25. Assign numbers from (1) for LEAST to (4) for MOST to indicate the relative acid strengths in the following group: phenol, m-cholorophenol, m-nitrophenol, m-cresol: A. 2, 3, 4, 1 B. 1, 3, 2, 4 C. 2, 4, 1, 3 D. 4, 1, 2, Choose the right order of decreasing basicity: A. there is no right answer B. C. 27. Convert IUPAC name to common names for thiol - 1-Pentanethiol? A. *** Pentyl mercaptan B. sec-butyl mercaptan C. tert-butyl mercaptan D. Isobutyl mercaptan 28. Convert IUPAC name to common names for thiol - 2-Methyl-2-propanethiol? A. Isobutyl mercaptan B. *** tert-butyl mercaptan C. Pentyl mercaptan D. sec-butyl mercaptan 29. Convert this common name for thiol to IUPAC name - Methyl mercaptan A. *** Methanethiol

12 Стор. 12 з 37 B. 1-Pentanethiol C. 1-propanethiol D. 2-Methyl-2-propanethiol 30. Identify the starting alcohol from which this product was obtained by an alcohol dehydration reaction? A. C. B. B. C. *** A. 31. Name Dimethyl ether utilizing IUPAC nomenclature rules: A. *** Methoxymethane B. 1- Propoxypropane C. 1- Methoxy-2-methylpropane D. 1,3 Dimethoxycyclohexane 32. Name the following compound: A. p-methoxyethylbenzene B. p-hydroxyacetanilide C. *** p-allylphenol D. sodium acetylsalicylate E. E.ethoxybenzene 33. Name the following compound

13 Стор. 13 з 37 A. 2-benzoylthiophene B. *** 3-furansulfonic acid C. disulfopyrrole D. 3-benzoylthiophene E. 2-methylthiophene 34. Name this ether utilizing IUPAC nomenclature rules: A. *** 1,3 Dimethoxycyclohexane B. 1- Methoxy-2-methylpropane C. Methoxymethane D. 1- Propoxypropane 35. Select the compound with the strongest acidic properties among the next compounds: A. B. C. D. *** E. 36. Select the compound with the strongest acidic properties among the next compounds:

14 Стор. 14 з 37 A. B. C. *** D. 37. Select the compound with the strongest basic properties among the next compounds: A. B. C. D. E. *** 38. Select the compound with the strongest basic properties among the next compounds: A. B.

15 Стор. 15 з 37 C. D. *** E. 39. Select the compound with the strongest basic properties among the next compounds: A. B. *** C. D.

16 Стор. 16 з 37 E. 40. Select the compound with the strongest basic properties among the next compounds: A. B. C. D. E. *** 41. What IUPAC name has this aldehyde? A. *** 2-Methylbutanal

17 Стор. 17 з 37 B. 3-hydroxypentanal C. 3-methylbutanal D. 2,3-Dichlorobutanal 42. What IUPAC name has this common name for thiol - sec-butyl mercaptan? A. *** 2-Butanethiol B. 1-propanethiol C. 2-Methyl-2-propanethiol D. 1-Butanethiol 43. What keton has this IUPAC name - 2,4-Dimethyl-3-pentanone? A. B. C. D. *** 44. What keton has this IUPAC name - Cyclobutanone? A. B. *** C. D. 45. Write the structure for 1-ethyl-5-bromo-2-pyrrolecarboxylic acid:

18 Стор. 18 з 37 A. B. *** C. D. E. 46. Write the structure for 2,4-dimethylfuran: A. B. C. *** D. E. 47. Choose a compound with strongest basic properties:

19 Стор. 19 з 37 A. 1 B. 2 C. *** 3 D. 4 E Choose a compound with strongest basic properties: A. 5 B. 4 C. 3 D. 2 E. *** Choose at least strong base of the following A. *** B. C. D. 50. Choose the most correct systematic name for mercazolyl. A. 1-Methyl-2-thiopyrazol. B. 2-Mercapto-3-methylimidazole. C. 1-Methyl-2-thiopyrrole. D. *** 1-Methyl-2-mercaptoimidazole. E. 1-Methyl-2-mercaptopyrazole. 51. Choose the product of reaction

20 Стор. 20 з 37 A. E. B. D. C. *** C. D. B. E. A. 52. Choose the strongest base in the following line of amines:

21 Стор. 21 з 37 A. *** 1 B. 2 C. 3 D. 4 E Choose the strongest base of the following A. B. *** C. D. 54. Choose the type of reaction which is typical for alkanes A. A. SN B. B. SE C. *** C. SR* D. D. AE E. E. AN 55. Choose the type of reaction which is typical for alkenes A. A. SN B. B. SE C. C. SN D. *** D. AE E. *** E. AN 56. Choose the type of reaction which is typical for alkynes

22 Стор. 22 з 37 A. A. SN B. B. SE C. C. SN D. D. AE E. E. AN 57. Choose the type of reaction which is typical for arenes A. A. SN B. B. SE C. C. SN D. D. AE E. E. AN 58. Cinnamic acid is found in cinnamon oil and balsams such as storax. Choose reagents for quality analysis of double bond in molecule. A. H2O2 B. ZnCl 2; Cl2 C. HBr D. FeCl 3; O3 E. *** KMnO4 59. Classify antibacterial remedystreptocid:

23 Стор. 23 з 37 A. *** Amide of aromatic sulfonic acid B. Aromatic acid C. Aromatic sulfonic acid D. Carbocyclic amine E. Aromatic amine 60. Complete the reaction: A. E. B. D. C. C. D. A. E. *** B. 61. Complete the reaction: A. E.

24 Стор. 24 з 37 B. D. C. *** B. D. C. E. A. 62. Complete the reaction: A. E. B. D. C. *** C. D. B. E. A.

25 Стор. 25 з Complete the reaction: A. B. B. *** A. C. C. D. D. E. E. 64. Complite the reaction: A. E.

26 Стор. 26 з 37 B. *** C. C. D. D. B. E. A. 65. Complite the reaction: A. *** E. B. D. C. B. D. C.

27 Стор. 27 з 37 E. A. 66. Decide just by the name which of the following compounds surely rotate plane polarized light clockwisely A. Ethanol B. D-glucose C. *** (+)-phenylalanine D. racemic glutamic acid E. L-phenylalanine 67. Define the type of electronic effects of halogen atom in the molecule of benzyl chloride: A. *** -I B. -I;-M C. -I;+M D. +I E. +I;+M 68. Define the type of electronic effects of hydroxyl in the molecule of salicylic acid: A. +I B. +M C. -I D. *** -I;+M 69. Define the type of hybridization for marked carbon atoms. A. sp-hybrid B. *** sp2-hybrid 3 C. sp -hybrid

28 Стор. 28 з Define the type of hybridization for marked carbon atoms. A. sp-hybrid B. sp2-hybrid 3 C. *** sp -hybrid 71. Define the type of hybridization for marked carbon atoms. 2 A. *** sp -hybrid 3 B. sp -hybrid C. sp-hybrid 72. Define the type of hybridization for marked carbon atoms. A. sp-hybrid B. *** sp2-hybrid 3 C. sp -hybrid 73. Define the type of hybridization for marked carbon atoms. 2 A. *** sp -hybrid B. sp3-hybrid C. sp-hybrid 74. Define the type of hybridization for marked carbon atoms.

29 Стор. 29 з 37 A. sp-hybrid B. *** sp2-hybrid C. sp3-hybrid 75. Define the type of hybridization for marked carbon atoms. A. *** sp-hybrid B. sp2-hybrid C. sp3-hybrid 76. Define the type of hybridization for marked carbon atoms. A. *** sp-hybrid 2 B. sp -hybrid 3 C. sp -hybrid 77. Define the type of hybridization for marked carbon atoms. A. sp-hybrid 2 B. sp -hybrid C. *** sp3-hybrid 78. Define the type of hybridization for marked carbon atoms. A. sp-hybrid

30 Стор. 30 з 37 B. sp2-hybrid C. *** sp3-hybrid 79. Define the type of hybridization for marked carbon atoms. A. sp-hybrid B. *** sp2-hybrid C. sp3-hybrid 80. Define the type of hybridization for marked carbon atoms. A. sp-hybrid B. sp2-hybrid 3 C. *** sp -hybrid 81. Define the type of marked bond A. ionic bond B. hydrogen bond C. *** covalent non-polar bond D. covalent polar bond E. dative bond 82. Define the type of marked bond

31 Стор. 31 з 37 A. covalent non-polar bond B. *** covalent polar bond C. dative bond D. ionic bond E. hydrogen bond 83. Define the type of marked bond A. covalent non-polar bond B. *** covalent polar bond C. dative bond D. ionic bond E. hydrogen bond 84. Define the type of marked bond A. hydrogen bond B. covalent non-polar bond C. *** covalent polar bond D. dative bond E. ionic bond 85. Define the type of marked bond

32 Стор. 32 з 37 A. hydrogen bond B. *** covalent non-polar bond C. covalent polar bond D. dative bond E. ionic bond 86. Define the type of marked bond A. covalent non-polar bond B. covalent polar bond C. *** dative bond D. ionic bond E. hydrogen bond 87. Define the type of marked bond A. covalent non-polar bond B. covalent polar bond C. dative bond D. ionic bond E. *** hydrogen bond 88. Define the type of marked bond

33 Стор. 33 з 37 A. covalent non-polar bond B. covalent polar bond C. dative bond D. ionic bond E. *** hydrogen bond 89. Ethynyl estradiol diacetate is a synthetic steroid. Choose reagent, which we can use to find out triple bond in molecule. A. FeCl3 B. I 2 (KOH) C. K2Cr2O7 D. [Ag(NH 3) 2]OH E. *** Br2 90. How many asymmetrical carbon atoms are present in a molecule of epinephrine? A. 4 B. 3 C. 2 D. 0 E. *** How many enantiomers could propranolol have? A. 0 B. 1

34 Стор. 34 з 37 C. *** 2 D. 3 E Indicate the type and sign of electronic effects of the oxygen atom in the molecule of furan: A. -I B. +I C. -M D. +M E. *** -I;+M 93. Mark optimal reagent to conduct the next reaction: A. Cl2 B. *** SOCl2 C. HCl D. KCl E. CH 3 Cl 94. Name the following phenol by the IUPAC system: A. A.hydroxybenzene B. *** B.1,4-dihydroxybenzene C. C.Resorcinol D. Hydroquinone 95. Name the next structure A. 3-(N-methylamino)-1-propanol B. *** ethyl 3-(N-methylamino)-2-butenoate C. 2-N,N-dimethylaminobutane D. allylamine 96. Name the substance in accordance with its structure:

35 Стор. 35 з 37 A. 3,3-dimethyl-2-hexanone B. *** 2,3,5-triethylcyclohexanone C. methyl propyl ketone D. m-ethylacetophenone E. 2,4,5-triethylcyclohexanone 97. Name this amin utilizing IUPAC nomenclature rules: A. nitrianiline B. aniline C. benzenamine D. *** Cyclohexanamine E. oxime 98. Name this amin: A. dimethylamine B. methylisopropylamine C. *** N-methyl-m-toluidine D. trimethylanilinium E. t-butylamine 99. p-aminobenzoic acid Carbolic acid, synthon for analgesics: Mark directing influence of the COOH-group in SE reactions: A. *** activator о-, p-directing B. deactivator о-, p-directing C. activator m-directing

36 Стор. 36 з 37 D. deactivator m-directing E. activator о-, m-directing 100. Specify the type and charge of the electronic effect of the oxygen atom in a molecule of sodium ethoxide: A. -I B. *** +I C. -M D. +M E. -I;+M 101. Specify the type and charge of the electronic effect of the oxygen in the molecule of 2-propanol: A. *** -I B. +I C. -M D. +M E. -I;+M 102. Specify the type and charge of the electronic effects of the oxygen atom of the carbonyl group in the molecule of acetophenone: A. -I B. *** -I;-M C. -I;+M D. +I E. +I;+M 103. What types of atoms are present in alkanes with unbranched chain of carbon atoms? A. A. Primary B. B. Secondary

37 Стор. 37 з 37 C. C. Tertiary D. D. Fourtary E. *** E. Primary and secondary 104. Which functional group is in the carboxylic acids? A. Carbonyl group B. *** Carboxyl group C. Nitro group D. Phenyl group E. Sulfo group 105. Which of following benzene heterofunctional derivatives is the most active in the S E: A. A. 1 B. B. 2 C. C. 3 D. *** D. 4 E. E. 5

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