Free Practice Quiz Question List

12 Amines and Introductory Organic Synthesis Online Quiz Questions

Use this free practice quiz with 20 questions to review 12 Amines and Introductory Organic Synthesis, test your knowledge, and prepare for your next test or exam.

20 questions

True or false

1 point

Amines commonly act as both bases and nucleophiles because nitrogen has a lone pair.

A
True
B
False

True or false

1 point

Amines with three different carbon groups attached to nitrogen can usually be isolated as separate enantiomers because nitrogen inversion is slow.

A
True
B
False

Fill in the blank

1 point

When a carboxylic acid has naming priority, an attached –NH₂ group is named with the prefix .

Written response

1 point

In reductive amination under acidic conditions, what C=N intermediate can form when a carbonyl compound reacts with an amine?

Choose all

1 point

Select all of the methods that can produce a primary amine from the starting material specified in the option.

A
Gabriel synthesis from a suitable primary alkyl halide
B
Azide substitution of a suitable alkyl halide followed by reduction
C
Hofmann rearrangement of a primary amide
D
Reductive amination of an aldehyde or ketone with ammonia
E
Acylation of a primary amine with an acid chloride

Fill in the blank

1 point

In the Gabriel synthesis, the displaces the halide from a suitable primary alkyl halide by an Sₙ2 reaction.

Choose one

1 point

Why is aniline much less basic than a simple alkylamine?

A
Its nitrogen lone pair is completely absent.
B
Its nitrogen lone pair is delocalized into the aromatic ring.
C
It has four carbon groups attached to nitrogen.
D
It cannot form an ammonium ion.

True or false

1 point

True or false: A typical tertiary amine has a nitrogen with three bonds and a lone pair, and it can invert through a nearly planar arrangement.

A
True
B
False

Choose all

1 point

Select all statements that describe the addition–elimination mechanism for acylation of a primary or secondary amine with an acid chloride.

A
The amine attacks the carbonyl carbon.
B
A tetrahedral intermediate forms.
C
The amine attacks the leaving group directly, without interacting with the carbonyl carbon.
D
Collapse of the intermediate expels the leaving group.

Choose one

1 point

Which route uses a primary arylamine to prepare an aromatic compound in which the original amino group is replaced by CN?

A
Directly substitute CN for the amino group using nitrous acid at room temperature.
B
Reduce the arylamine to an alkylamine, then add a cyanide salt.
C
Treat the primary arylamine with nitrous acid under cold acidic conditions, then replace the diazonium group with CN.
D
Oxidize the primary arylamine to an amide, then hydrolyze it.

Choose one

1 point

Which sequence best prepares N-methyl-2-phenylethanamine from 2-phenylethanol while controlling formation of the new carbon–nitrogen bond?

A
React the alcohol directly with methylamine, then oxidize the product.
B
Use a strong acid to protonate the alcohol and add methylamine.
C
Oxidize the alcohol to phenylacetaldehyde, then perform reductive amination with methylamine.
D
Perform Hofmann rearrangement on the alcohol, then add methyl groups to nitrogen.

Open ended

1 point

Plan a route from 2-phenylethanol to N-methyl-2-phenylethanamine. State the key transformation in each step, identify the reagent used to provide the methyl group on nitrogen, and explain how the new carbon–nitrogen bond is formed.

Choose one

1 point

During an acid–base extraction, what happens when aqueous acid is added to an amine so it can be separated from neutral compounds?

A
The amine becomes a neutral compound that dissolves in water.
B
The amine becomes a water-soluble ammonium salt.
C
The amine becomes a nonpolar gas.
D
The amine is converted into an amide.

Choose one

1 point

In the name N-methylethanamine, what does the locant N-methyl specify?

A
A methyl group is attached directly to nitrogen.
B
A methyl group is attached to the second carbon of the chain.
C
The nitrogen is part of a methyl-containing ring.
D
The molecule contains a methyl group attached to oxygen.

Choose one

1 point

Amine A has a conjugate-acid pKa of 11, while amine B has a conjugate-acid pKa of 9. Which conclusion about amine A is supported?

A
Amine A is a weaker base because its conjugate acid gives up a proton more readily.
B
Amine A has the same basicity as any amine with a lower conjugate-acid pKa.
C
Amine A is a stronger base because its conjugate acid has a higher pKa.
D
Amine A is more nucleophilic, but its conjugate-acid pKa gives no information about basicity.

Choose one

1 point

Why can direct alkylation of an amine with an alkyl halide produce a mixture rather than just the desired alkylated amine?

A
The first product immediately loses its lone pair by forming a stable carbonyl.
B
The alkyl halide can react only with primary amines.
C
The leaving group prevents any further reaction after the first substitution.
D
The first product remains nucleophilic and can undergo further alkylation.

Choose one

1 point

Why do tertiary amines not give neutral amides in the described reaction with acid chlorides or acid anhydrides?

A
They lack an N–H bond required to give a neutral amide in this reaction.
B
Their nitrogen has no lone pair available to attack a carbonyl carbon.
C
They cannot react with acid chlorides under any conditions.
D
They form only primary amides because they have three carbon groups.

Written response

1 point

In reductive amination, what class of amine is formed when ammonia reacts with an aldehyde or ketone and the resulting C=N bond is reduced?

Written response

1 point

In the described synthesis of N-methyl-2-phenylethanamine from 2-phenylethanol, what is the aldehyde intermediate called?

Written response

1 point

A primary amide contains 7 carbon atoms in total, counting its carbonyl carbon. After Hofmann rearrangement, how many carbon atoms are in the resulting primary amine? Enter the number of carbon atoms.