Question

1.

When (2S,3S)-2,3-dibromohexane undergoes reaction with sodiumiodide in acetone, the product is

A) 1-hexene.
B) cis-3-hexene.
C) trans-3-hexene.
D) trans-2-hexene.
E) cis-2-hexene.

2.

When (2S,3R)-2,3-dibromohexane undergoes reaction with sodiumiodide in acetone, the product is

A) 1-hexene.
B) (E)-2-hexene.
C) (Z)-3-hexene.
D) (Z)-2-hexene.
E) (E)-3-hexene.

3.

When (1R,2S)-1-bromo-2-methylcyclohexane is heated with sodiummethoxide in methanol, the major product is

A) 1-methylcyclohexene.
B) (R)-3-methylcyclohexene.
C) (R)-4-methylcyclohexene.
D) (S)-4-methylcyclohexene.
E) (S)-3-methylcyclohexene.

4.

When (1R,2S)-1-bromo-2-methylcyclohexane is heated with sodiummethoxide in methanol, the minor product is

A) (S)-4-methylcyclohexene.
B) (R)-3-methylcyclohexene.
C) (R)-4-methylcyclohexene.
D) 1-methylcyclohexene.
E) (S)-3-methylcyclohexene.

5.

Which base gives the largest amount of Hofmann product whenreacted with 2-bromo-2,3-dimethylbutane?

A) sodium propoxide
B) sodium tert-butoxide
C) sodium isopropoxide
D) sodium methoxide
E) sodium ethoxide

6.

Which alkene is the major product when 2-bromo-2-methylpentaneis heated with potassium tert-butoxide intert-butanol?

A) 2-methyl-4-pentene
B) (Z)-2-methyl-3-pentene
C) (E)-2-methyl-3-pentene
D) 2-methyl-1-pentene
E) 2-methyl-2-pentene

7.

Which compound undergoes dehydrohalogenation in the presence ofa strong base to give 2-pentene as the only alkene product?

A) 1-chloro-3-methylbutane
B) 1-chloro-2-methylbutane
C) 3-chloropentane
D) 1-chloropentane
E) 2-chloropentane

8.

Which alkene is the major product when 2-bromo-2-methylpentaneis heated with sodium ethoxide in ethanol?

A) 2-methyl-2-pentene
B) (Z)-2-methyl-3-pentene
C) (E)-2-methyl-3-pentene
D) 2-methyl-4-pentene
E) 2-methyl-1-pentene

9.

When (1R,2R)-1-bromo-2-methylcyclohexane is heated with sodiummethoxide in methanol, the major product is

A) (S)-4-methylcyclohexene.
B) 1-methylcyclohexene.
C) (R)-3-methylcyclohexene.
D) (R)-4-methylcyclohexene.
E) (S)-3-methylcyclohexene.

10.

When 3-bromo-3-methylpentane is heated with sodium methoxide inmethanol, the major elimination product is

A) 4-methyl-1-pentene.
B) 2-ethyl-1-butene.
C) 2-methyl-1-pentene.
D) 4-methyl-2-pentene.
E) 3-methyl-2-pentene.
F) 3-methyl-1-pentene.
G) 2-methyl-2-pentene.

11.

When 3-bromo-2,3-dimethylhexane is heated with sodium ethoxidein ethanol, the major product is

A) 2,3-dimethyl-1-hexene.
B) 2,3-dimethyl-2-hexene
C) (Z)-2,3-dimethyl-3-hexene.
D) (E)-2,3-dimethyl-3-hexene.
E) 2-isopropyl-1-pentene.

12.

When (2S,3S)-2-bromo-3-methylpentane undergoes reaction withsodium methoxide in methanol, the product is

A) 3-methyl-1-pentene
B) 2-methyl-1-pentene
C) (Z)-3-methyl-2-pentene
D) 2-methyl-2-pentene
E) (E)-3-methyl-2-pentene

13.

When 3-bromo-3-methylpentane is heated with sodium methoxide inmethanol, the minor product is

A) 2-ethyl-1-butene.
B) 2-methyl-2-pentene.
C) 4-methyl-1-pentene.
D) 3-methyl-2-pentene.
E) 4-methyl-2-pentene.
F) 2-methyl-1-pentene.
G) 3-methyl-1-pentene.

14.

When (2S,3R)-2-bromo-3-methylpentane undergoes reaction withsodium methoxide in methanol, the product is

A) 2-methyl-1-pentene
B) (E)-3-methyl-2-pentene
C) 2-methyl-2-pentene
D) 3-methyl-1-pentene
E) (Z)-3-methyl-2-pentene