Deck 21: Amines

Question 1

Which of the following is the correct IUPAC name of the compound shown below?

A) 1,2-dichloro-4-( $N, N$ -dimethyl)aniline
B) dimethyl-(3,4-dichlorophenyl)amine
C) 3,4-dichloro- $N, N$ -dimethylaniline
D) N,N-dimethylamino-3,4-dichlorobenzene

Answer 1

3,4-dichloro- $N, N$ -dimethylaniline

Question 2

Rank the following three compounds in order of decreasing acidity.

A) II $>$ III $>$ I
B) II $>$ I $>$ III
C) III $>$ I $>$ II
D) III $>$ II $>$ I

Answer 2

II $>$ I $>$ III

Question 3

Which of the following is the product of the reaction shown below?

A) $\left(\mathrm{CH}_{3}\right)_{2} \mathrm{CHCH}_{2} \mathrm{CH}_{2} \mathrm{NHNH}_{2}$
B) $\left(\mathrm{CH}_{3}\right)_{2} \mathrm{CHCH}_{2} \mathrm{CH}_{2} \mathrm{NH}_{2}$
C) $\left[\left(\mathrm{CH}_{3}\right)_{2} \mathrm{CHCH}_{2} \mathrm{CH}_{2}\right]_{2} \mathrm{NH}$
D) $\left(\mathrm{CH}_{3}\right)_{2} \mathrm{CHCH}_{2} \mathrm{CH}_{2} \mathrm{CONH}_{2}$

Answer 3

$\left(\mathrm{CH}_{3}\right)_{2} \mathrm{CHCH}_{2} \mathrm{CH}_{2} \mathrm{NH}_{2}$

Question 4

Which pair of reagents would be used to make the following amine by reductive amination?

A) methylamine and 2-methylbutanoic acid
B) methylamine and 2-methylbutanal
C) ammonia and 3-methyl-2-pentanone
D) dimethylamine and 2-butanone

Question 5

Which one of the following compounds gives propylamine, $\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{CH}_{2} \mathrm{NH}_{2}$ , upon hydrolysis?

A)

B)

C)

D)

Question 6

Which one of the following does not give $N$ -ethylcyclopentylamine as the major product?

A)

B)

C)

D)

Question 7

What is the product of the following reaction?

A) 3,5-dimethyl-4-nitrophenol
B) 1,3-dimethyl-5-nitrobenzene
C) meta-xylene (meta-dimethybenzene)
D) 3,5-dimethylphenol

Question 8

Which of the following would be the starting reagents needed to make the azo compound shown below?

A) A
B) B
C) p-ethylaniline + phenol
D) aniline $+p$ -ethylphenol

Question 9

What is the product of the reaction series shown below?

A) I
B) II
C) III
D) IV

Question 10

What is the major product of the reaction sequence below?

A)

B)

C)

D)

Question 11

What is the product of the following reaction?

A)

B)

C)

D)

Question 12

What product is expected from this reaction?

A)

B)

C)

D)