Question 1

Which of the following best describes the difference between a primary (1°), secondary (2°), and tertiary (3°) amine?

Accepted Answer

A primary amine has one alkyl or aryl group bonded to nitrogen, a secondary has two, and a tertiary has three.

Question 2

Which of the following compounds is a quaternary ammonium salt?

Accepted Answer

Tetraethylammonium iodide

Question 3

What is the IUPAC name for the following compound: $$\mathrm{CH_3CH_2NH_2}$$?

Accepted Answer

Ethanamine

Question 4

Which of the following statements about the basicity of amines is correct?

Accepted Answer

Amines act as Lewis bases due to their lone pair of electrons on nitrogen.

Question 5

Which product is formed when aniline is treated with excess bromine in the presence of $$\mathrm{$$NaHCO_3$$}$$?

Accepted Answer

$$\mathrm{2,4,6}-$$tribromoaniline

Question 6

Why does the Hofmann elimination typically yield the least substituted alkene as the major product?

Accepted Answer

The bulky leaving group makes elimination at less hindered positions more favorable.

Question 7

Which of the following is the correct mechanism for the acylation of a primary amine with an acid chloride?

Accepted Answer

Nucleophilic acyl substitution

Question 8

What is the major product when a tertiary amine is oxidized with hydrogen peroxide?

Accepted Answer

Amine oxide

Question 9

Which reagent is used to convert a primary aromatic amine to a diazonium salt?

Accepted Answer

$$\mathrm{$$NaNO_2$$}$$ and $$\mathrm{HCl}$$

Question 10

Which of the following transformations is achieved using the Sandmeyer reaction?

Accepted Answer

Replacement of a diazonium group by chloride, bromide, or cyanide

Question 11

Which of the following is a correct sequence for the synthesis of 3,5-dibromotoluene from toluene?

Accepted Answer

Nitration, reduction, diazotization, bromination

Question 12

What is the product of exhaustive methylation of a primary amine with excess methyl iodide followed by treatment with silver oxide and heat?

Accepted Answer

An alkene (via Hofmann elimination)

Question 13

Which of the following best describes the product of the reaction between a secondary amine and hydrogen peroxide?

Accepted Answer

A secondary hydroxylamine

Question 14

Which of the following is a correct description of reductive amination?

Accepted Answer

Formation of an imine or oxime followed by reduction to an amine

Question 15

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

$$\mathrm{CH_3CH_2CH(CH_3$)NHCH_2CH_3}$$

Accepted Answer

N-ethyl-2-methylbutan-2-amine

Question 16

Which of the following statements about arenediazonium salts is FALSE?

Accepted Answer

They are stable at room temperature for long periods.

Question 17

Which of the following is the major product when N,N-dimethylaniline is oxidized with hydrogen peroxide?

Accepted Answer

N,N-dimethylaniline N-oxide

Question 18

Which of the following best explains why tertiary alkyl halides do not undergo SN2 alkylation with amines?

Accepted Answer

Steric hindrance prevents backside attack.

Question 19

Which of the following is the correct product when aniline is treated with $$\mathrm{$$NaNO_2$$}$$ and $$\mathrm{HCl}$$, followed by $$\mathrm{CuBr}$$?

Accepted Answer

Bromobenzene

Amines and Their Derivatives: Structure, Reactivity, and Synthesis

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