Question 1

Which of the following best describes the difference between a primary, secondary, and tertiary amine?

Accepted Answer

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

Question 2

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

Accepted Answer

Aminoethane

Question 3

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

Accepted Answer

Amines are nucleophiles because their nitrogen atom has a lone pair of electrons.

Question 4

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

Accepted Answer

2,4,6-tribromoaniline

Question 5

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 6

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

Accepted Answer

$$\mathrm{$$RNH_2$$ + R'COCl \xrightarrow{pyridine} R'CONHR + HCl}$$

Question 7

A student wants to synthesize benzonitrile from aniline. Which sequence of reactions would achieve this transformation?

Accepted Answer

Diazotization with $$\mathrm{$$NaNO_2$$/HCl}$$ followed by $$\mathrm{CuCN}$$ treatment

Question 8

Which of the following is the correct product when a tertiary amine is oxidized with hydrogen peroxide?

Accepted Answer

Amine oxide

Question 9

What is the major product when $$\mathrm{N,N}-$$dimethylaniline is treated with $$\mathrm{H_2O_2}$$ and heated?

Accepted Answer

$$\mathrm{N,N}-$$dimethylaniline N-oxide

Question 10

Which of the following best describes the Sandmeyer reaction?

Accepted Answer

Replacement of a diazonium group by a halide or cyanide using a copper(I) salt

Question 11

Which of the following compounds is a quaternary ammonium salt?

Accepted Answer

$$\mathrm{(CH_3CH_2)_4N^+I^-}$$

Question 12

Which of the following is the correct sequence for the synthesis of a secondary amine via reductive amination?

Accepted Answer

Aldehyde/ketone + primary amine $$\rightarrow$$ imine $$\rightarrow$$ reduction

Question 13

Which of the following best explains why arenediazonium salts are useful intermediates in organic synthesis?

Accepted Answer

They allow introduction of various functional groups onto aromatic rings via substitution reactions.

Question 14

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 15

Which of the following is the correct IUPAC name for the structure below?

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

Accepted Answer

N-ethyl-2-methylbutan-2-amine

Question 16

Which of the following is a correct statement about the oxidation of secondary amines?

Accepted Answer

They are oxidized to hydroxylamines.

Question 17

Which of the following best describes the product of the reaction between a primary amine and nitrous acid?

Accepted Answer

A diazonium salt

Question 18

Which of the following is the correct product when benzene is nitrated, reduced, and then diazotized followed by treatment with $$\mathrm{$$HBF_4$$}$$ and heat?

Accepted Answer

Fluorobenzene

Question 19

Which of the following is a correct statement about the Cope elimination?

Accepted Answer

It involves the elimination of a tertiary amine oxide to give the least substituted alkene.

Amines and Their Derivatives: Structure, Reactivity, and Synthesis

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