Question 1

Arrange the following compounds in order of decreasing boiling point, putting the compound with the highest boiling point first. $$\mathrm { CH } _ { 3 } \mathrm { CH } _ { 2 } \mathrm { CH } _ { 2 } \mathrm { CH } _ { 2 } \mathrm { NH } _ { 2 } \quad \mathrm { CH } _ { 3 } \mathrm { CH } _ { 2 } \mathrm { OCH } _ { 2 } \mathrm { CH } _ { 3 } \quad \mathrm { CH } _ { 3 } \mathrm { CH } _ { 2 } \mathrm { CH } _ { 2 } \mathrm { CH } _ { 2 } \mathrm { OH }$$
$$\mathrm { I }\quad\quad\quad\quad\quad\quad\mathrm { II }\quad\quad\quad\quad\quad\quad\mathrm { III }$$

Accepted Answer

The boiling point is influenced by hydrogen bonding and molecular weight. Compound III (butanol) has strong hydrogen bonding due to the hydroxyl group, giving it the highest boiling point. Compound I (butylamine) also has hydrogen bonding but is weaker than that in alcohols, so it has a lower boiling point than III. Compound II (diethyl ether) lacks hydrogen bonding, resulting in the lowest boiling point among the three.

Question 2

What is the IUPAC name of the following compound?

Accepted Answer

A

Question 3

What is the common name of the following compound?

Accepted Answer

A

Question 4

What is the IUPAC name of the following compound?

Accepted Answer

The longest carbon chain in the compound contains 6 carbons, so the parent name is pentane. The amine functional group has to be assigned the lowest possible number, so it is located on the first carbon of the chain, giving 1-pentanamine. There are two substituents on the nitrogen atom, an ethyl group and a methyl group, so they are named as N-ethyl-N-methyl-1-pentanamine.

Question 5

Which of the following amines are classified as tertiary (3°) amines?

Accepted Answer

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Question 6

Which of the following amines are classified as secondary (2°) amines?

Accepted Answer

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Question 7

What is the correct assignment of the names of the following aromatic amines?

Accepted Answer

Pyrrole is a five-membered aromatic ring containing one nitrogen atom. Pyridine is a six-membered aromatic ring containing one nitrogen atom in the ring. Aniline is a benzene ring with an attached amino group (-NH2). Therefore, the correct assignment is I = pyrrole, II = pyridine, and III = aniline. Choice D correctly identifies each compound.

Question 8

What is the IUPAC name of the following compound?

Accepted Answer

The compound contains a double bond between carbon 4 and carbon 5, and an amine group on carbon 1. Since the highest priority functional group is the amine group, the parent chain should be numbered from the nitrogen atom. Therefore, the correct IUPAC name is (E)-4-hexen-1-amine.

Question 9

Although an amine nitrogen atom containing an electron pair and bonded to three different groups is technically a stereogenic center, the chirality of the amine nitrogen is often ignored. Why is that?

Accepted Answer

Amines with an electron pair and bonded to three different groups can undergo rapid interconversion between the two isomeric forms at room temperature, leading to the chirality of the amine nitrogen being ignored.

Question 10

What is the approximate bond angle of the substituents around a nitrogen atom in amines?

Accepted Answer

The approximate bond angle of the substituents around a nitrogen atom in amines is about 109.5°, which is the same as in ammonia (NH3). This is because amines have a similar electronic structure to ammonia, with a lone pair of electrons on the nitrogen atom that repels the bonding pairs, reducing the bond angle slightly from the ideal tetrahedral angle of 109.5°.

Question 11

What is the IUPAC name of the following compound?

Accepted Answer

The longest carbon chain in the compound contains 6 carbon atoms, so the parent name is hexane. The methyl group attached to the third carbon atom is indicated in the name as "3-methyl". The amino group replaces one of the six hydrogen atoms on the first carbon atom, which gives the suffix "-anamine". There is no indication in the structure that the molecule contains any branching or substitution on the hexyl group. Therefore, the correct IUPAC name is 4-methyl-1-hexanamine.

Question 12

What is the IUPAC name of the following compound?

Accepted Answer

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Question 13

What is the IUPAC name of the following compound?

Accepted Answer

The longest carbon chain in the compound contains five carbons, so the parent chain is pentane. There is a propyl group attached to the nitrogen atom, which is indicated by the prefix N-propyl. The nitrogen atom is attached to the second carbon atom in the pentane chain, so the correct name is N-propyl-2-pentanamine.

Question 14

What is the common name of the following compound?

Accepted Answer

The compound shown is a secondary amine with two methyl groups attached to the nitrogen atom and a butyl group attached to a different carbon atom. Therefore, the common name of the compound is sec-butyldimethylamine. Option A is incorrect because the compound has a butyl group instead of an isobutyl group. Option B is incorrect because the compound is a secondary amine, not a primary amine. Option C is incorrect because the compound has a butyl group instead of a butan-2-yl group.

Question 15

What is the IUPAC name of the following compound?

Accepted Answer

The longest carbon chain is 6 carbons, making it a hexane. The amine group is attached to the 2nd carbon and has a propyl group (3 carbons) attached to the nitrogen, making it N-propylcyclohexanamine.

Question 16

Why should the chirality of an ammonium salt with four different groups on the nitrogen atom not be ignored?

Accepted Answer

The chirality of an ammonium salt with four different groups attached to the nitrogen atom should not be ignored because, unlike amines, the ammonium ion has a fixed tetrahedral geometry that prevents rapid inversion at room temperature. This fixed geometry allows for the existence of distinct stereoisomers that do not interconvert easily, making chirality a relevant factor.

Question 17

What is the common name of the following compound?

Accepted Answer

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Question 18

What is the common name of the following compound?

Accepted Answer

The answer of What is the common name of the...

Question 19

Which of the following amines are classified as primary (1°) amines?

Accepted Answer

Primary (1°) amines have only one alkyl or aryl group bonded to the nitrogen atom. Among the given amines, compounds I and II have only one alkyl group attached to the nitrogen atom, and hence they are classified as primary amines. Therefore, the correct choice is D, which includes both I and II.

Question 20

What is the common name of the following compound?

Accepted Answer

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Quiz 25: Amines

What is the IUPAC name of the following compound?

What is the common name of the following compound?

What is the IUPAC name of the following compound?

Which of the following amines are classified as tertiary (3°) amines?

Which of the following amines are classified as secondary (2°) amines?

What is the correct assignment of the names of the following aromatic amines?

What is the IUPAC name of the following compound?

Although an amine nitrogen atom containing an electron pair and bonded to three different groups is technically a stereogenic center, the chirality of the amine nitrogen is often ignored. Why is that?

What is the approximate bond angle of the substituents around a nitrogen atom in amines?

What is the IUPAC name of the following compound?

What is the IUPAC name of the following compound?

What is the IUPAC name of the following compound?

What is the common name of the following compound?

What is the IUPAC name of the following compound?

Why should the chirality of an ammonium salt with four different groups on the nitrogen atom not be ignored?

What is the common name of the following compound?

What is the common name of the following compound?

Which of the following amines are classified as primary (1°) amines?

What is the common name of the following compound?