final submodule control i: «the theoretical basis of the structure … · 2017. 12. 22. · final...

Final submodule control I: «The theoretical basis of the structure and reactivity of organiccompounds, aliphatic and aromatic, hydroxy and halogeno hydrocarbons, their thioanalogues and amines."

English. Submodule 1

1. Choose the product of reaction

A. E.

B. D.

C. B.

D. C.

E. *** A.

Стор. 1 з 37

2. Myrcene – is a monoterpene contained in bay leaves.

A.

E. 4

B. ***

D. 3*

C.

C. 2

D.

B. 1

E.

A. 0


A. *** E.

B. D.

Стор. 2 з 37

C. C.

D. B.

E. A.


A. *** E.

Стор. 3 з 37

B. D.

C. C.

D. B.

E. A.


A. E.

Стор. 4 з 37

B. *** D.

C. C.

D. B.

E. A.

6. Complete the reaction:

A. E.

B. D.

Стор. 5 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

Стор. 6 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.

Стор. 7 з 37

A. SO NH

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. 4

13. 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

2 2

Стор. 8 з 37

15. Choose the strongest base in the following line of amines:

A. 5

B. *** 3

C. 4

D. 2

E. 1

16. How many chiral centres are present in the following compound?

A. 4

B. 3

C. *** 2

D. 1

E. 0

17. Assign IUPAC name to this carboxylic acid

A. *** 2-Methylpropanoic acid

B. Butanoic acid

C. propanoic acid

D. 2,2-Dimethylpropanoic acid


A. *** 2,2-Dimethylpropanoic acid

B. propanoic acid

C. 2-Methylpropanoic acid

D. Butanoic acid


Стор. 9 з 37

A. *** Butanoic acid

B. propanoic acid

C. 2,2-Dimethylpropanoic acid

D. 2-Methylpropanoic 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


A. *** 2,3-Dichlorobutanal

B. 2-Methylbutanal

C. 3-hydroxypentanal

D. 3-methylbutanal


A. *** 2-Ethylpentanal

Стор. 10 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, 3

26. 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

Стор. 11 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

Стор. 12 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:

Стор. 13 з 37

A.

B.

C. ***

D.


A.

B.

C.

D.

E. ***


A.

B.

Стор. 14 з 37

C.

D. ***

E.


A.

B. ***

C.

D.

Стор. 15 з 37

E.


A.

B.

C.

D.

E. ***

41. What IUPAC name has this aldehyde?

A. *** 2-Methylbutanal

Стор. 16 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:

Стор. 17 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:

Стор. 18 з 37

A. 1

B. 2

C. *** 3

D. 4

E. 5

48. Choose a compound with strongest basic properties:

A. 5

B. 4

C. 3

D. 2

E. *** 1

49. 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.


Стор. 19 з 37

A. E.

B. D.

C. *** C.

D. B.

E. A.

52. Choose the strongest base in the following line of amines:

Стор. 20 з 37

A. *** 1

B. 2

C. 3

D. 4

E. 5

53. Choose the strongest base of the following

A.

B. ***

C.

D.

54. Choose the type of reaction which is typical for alkanes

A.

A. S

B.

B. S

C. ***

C. S

D. D. A

E.

E. A

55. Choose the type of reaction which is typical for alkenes

A.

A. S

B.

B. S

C.

C. S

D. ***

D. A

E. ***

E. A

56. Choose the type of reaction which is typical for alkynes

N

E

R*

E

N

N

E

N

E

N

Стор. 21 з 37

A.

A. S

B.

B. S

C.

C. S

D.

D. A

E.

E. A

57. Choose the type of reaction which is typical for arenes

A.

A. S

B.

B. S

C.

C. S

D.

D. A

E.

E. A

58. Cinnamic acid – is found in cinnamon oil and balsams such as storax. Choose reagents for quality analysis of double bond in molecule.

A. H O

B. ZnCl ; Cl

C. HBr

D. FeCl ; O

E. *** KMnO

59. Classify antibacterial remedystreptocid:

N

E

N

E

N

N

E

N

E

N

2 2

2 2

3 3

4

Стор. 22 з 37

A. *** Amide of aromatic sulfonic acid

B. Aromatic acid

C. Aromatic sulfonic acid

D. Carbocyclic amine

E. Aromatic amine


A. E.

B. D.

C. C.

D. A.

E. *** B.


A. E.

Стор. 23 з 37

B. D.

C. *** B.

D. C.

E. A.


A. E.

B. D.

C. *** C.

D. B.

E. A.

Стор. 24 з 37


A. B.

B. *** A.

C. C.

D. D.

E. E.

64. Complite the reaction:

A. E.

Стор. 25 з 37

B. *** C.

C. D.

D. B.

E. A.

65. Complite the reaction:

A. *** E.

B. D.

C. B.

D. C.

Стор. 26 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. *** sp -hybrid

C. sp -hybrid

2

3

Стор. 27 з 37


A. sp-hybrid

B. sp -hybrid

C. *** sp -hybrid


A. *** sp -hybrid

B. sp -hybrid

C. sp-hybrid


A. sp-hybrid

B. *** sp -hybrid

C. sp -hybrid


A. *** sp -hybrid

B. sp -hybrid

C. sp-hybrid


2

3

2

3

2

3

2

3

Стор. 28 з 37

A. sp-hybrid

B. *** sp -hybrid

C. sp -hybrid


A. *** sp-hybrid

B. sp -hybrid

C. sp -hybrid


A. *** sp-hybrid

B. sp -hybrid

C. sp -hybrid


A. sp-hybrid

B. sp -hybrid

C. *** sp -hybrid


A. sp-hybrid

2

3

2

3

2

3

2

3

Стор. 29 з 37

B. sp -hybrid

C. *** sp -hybrid


A. sp-hybrid

B. *** sp -hybrid

C. sp -hybrid


A. sp-hybrid

B. sp -hybrid

C. *** sp -hybrid


A. ionic bond

B. hydrogen bond

C. *** covalent non-polar bond

D. covalent polar bond

E. dative bond


2

3

2

3

2

3

Стор. 30 з 37



C. dative bond

D. ionic bond

E. hydrogen bond




C. dative bond

D. ionic bond

E. hydrogen bond


A. hydrogen bond

B. covalent non-polar bond

C. *** covalent polar bond

D. dative bond

E. ionic bond


Стор. 31 з 37

A. hydrogen bond

B. *** covalent non-polar bond

C. covalent polar bond

D. dative bond

E. ionic bond



B. covalent polar bond

C. *** dative bond

D. ionic bond

E. hydrogen bond




C. dative bond

D. ionic bond

E. *** hydrogen bond


Стор. 32 з 37



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. FeCl

B. I (KOH)

C. K Cr O

D. [Ag(NH ) ]OH

E. *** Br

90. How many asymmetrical carbon atoms are present in a molecule of epinephrine?

A. 4

B. 3

C. 2

D. 0

E. *** 1

91. How many enantiomers could propranolol have?

A. 0

B. 1

3

2

2 2 7

3 2

2

Стор. 33 з 37

C. *** 2

D. 3

E. 4

92. 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. Cl

B. *** SOCl

C. HCl

D. KCl

E. CH –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:

2

2

3

Стор. 34 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 S reactions:

A. *** activator о-, p-directing

B. deactivator о-, p-directing

C. activator m-directing

E

Стор. 35 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

Стор. 36 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 :

A. A. 1

B. B. 2

C. C. 3

D. *** D. 4

E. E. 5

E

Стор. 37 з 37

final submodule control i: «the theoretical basis of the structure … · 2017. 12. 22. · final...

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