Deck 21: Amines and Their Derivatives: Functional Groups Containing Nitrogen

Question 1

Rank the following in order of decreasing basicity (most basic on left):

A) Z > X > Y
B) Y > X > Z
C) Z > Y > X
D) X > Z > Y
E) X > Y > Z

Answer 1

Z > X > Y

Question 2

Which of the following represents N-ethyl-2-phenylethylamine?

A)

B)

C)

D)

E)

Answer 2

Question 3

Absorptions at 3358 cm^-1 and 3283 cm^-1 in the IR spectrum would suggest which of the following compounds?

A)

B)

C)

D)

E) cannot tell from the absorption data

Answer 3

Question 4

Which of the molecules below is the strongest base?

A)

B)

C)

D)

E)

Question 5

What is the result of the reaction shown?

A)

B)

C)

D)

E)

Question 6

Which of the following reactions can be used to prepare ethylamine?

A)

B)

C)

D)

E) All of the above.

Question 7

What is the structure of lithium diisopropylamide (LDA)?

A)

B)

C)

D)

E)

Question 8

What product would result from the following reaction?

A)

B)

C)

D)

E)

Question 9

Which of the following sets of reagents would accomplish the reaction shown below?

A)

B)

C)

D)

E)

Question 10

What would be formed in the following reaction?

A) CH₃NH₂
B) (CH₃)₂NH
C) (CH₃)₃N
D) None of these.
E) All of these.

Question 11

Which of the following is not formed as either an intermediate along the reaction pathway or as a final product for the Mannich reaction shown below?

A)

B)

C)

D)

E)

Question 12

Which of the following is not limited to the synthesis of primary amines (R-NH₂ or Ar-NH₂)(i.e.,which,if any,can be used to make 2° or 3° amines)?

A) Gabriel synthesis
B) Reduction of amides with LAH
C) Hofmann rearrangement
D) Reduction of nitriles with LAH
E) Reduction of nitro groups with Fe/HCl

Question 13

What product would result from the Hofmann elimination of the following quaternary ammonium hydroxide?

A)

B)

C)

D)

E)

Question 14

Predict the major organic product of the following reaction.

A)

B)

C)

D)

E)

Question 15

Which of the following products would you expect to result from the following reactions?

A)

B)

C)

D)

E)

Question 16

Which of the following structures is a secondary amine?

A)

B)

C)

D)

E)

Question 17

What by-product(s)would you expect to contaminate methyl amine prepared by the following reaction?

A) (CH₃)₂NH
B) (CH₃)₃N
C) (CH₃)₄N⁺ I^-
D) All of the above.
E) None of the above.

Question 18

N-nitrosoamines (called nitrosamines)have what outstanding characteristic?

A) An intense fishy odor
B) Tend to be carcinogenic
C) Ammonia-like odor
D) Easily rearrange
E) Have acidic N-H hydrogens

Question 19

What major product would you expect from the reaction shown?

A)

B)

C)

D)

E)

Question 20

What process accomplishes the following transformation?

A) Gabriel synthesis
B) Hofmann rearrangement
C) Reductive amination
D) Mannich reaction
E) Hofmann elimination