Question 1

Circle the stronger base in the pair below, and briefly explain your choice.

Accepted Answer

Cyclohexylamine is the stronge

Question 2

Provide the IUPAC name for the compound shown below.

Accepted Answer

3,3-dimeth

Question 3

Provide the structure of 2,4-dimethylpyridine.

Accepted Answer

The answer of Provide the structure of 2,4-dimethylpyridine....

Question 4

How might one distinguish a sample of n-butylamine from a sample of diethylamine using IR spectroscopy?

Accepted Answer

Primary amines, like n-butylam

Question 5

Which of the following compounds contains a tertiary amine?
1) 2-methyl-2-propanamine
2) N-ethylpyrrolidine
3) N-methylcyclohexylamine
4) 2-(dimethylamino)butanal

Accepted Answer

Enantiomers intercon

Question 6

Arrange the following in order of increasing basicity:
aniline, p-nitroaniline, p-toluidine, and p-methoxyaniline.

Accepted Answer

p-nitroaniline < ani

Question 7

Show what reagents are needed to carry out the following transformation.

Accepted Answer

1) (CH₃CH₂)₂N

Question 8

Provide a detailed, stepwise mechanism for the reaction of acetyl chloride with n-propylamine.

Accepted Answer

The answer of Provide a detailed, stepwise mechanism for the...

Question 9

A three-carbon, nitrogen-containing compound exhibits 3 13C NMR peaks (d 11.2, 27.3, and 44.9). Which of the following compounds best matches this spectral data?

Accepted Answer

A)  H2NCH2CH2CH2OH 
B)  (CH3)2CHNH2 
C)  CH3NHCH2CH3 
D)  CH3CH2CH2NH2 
E)  CH3CH2C≡N 
A)  H2NCH2CH2CH2OH 
B)  (CH3)2CHNH2 
C)  CH3NHCH2CH3 
D)  CH3CH2CH2NH2 
E)  CH3CH2C≡N

Question 10

When pyridine is treated with a mixture of nitric and sulfuric acids, the major product is ________.

Accepted Answer

A)  2-nitropyridine 
B)  3-nitropyridine 
C)  4-nitropyridine 
D)  3-aminopyridine 
E)  4-aminopyridine 
A)  2-nitropyridine 
B)  3-nitropyridine 
C)  4-nitropyridine 
D)  3-aminopyridine 
E)  4-aminopyridine

Question 11

Circle all of the following structures that can be resolved into pure enantiomers.

Accepted Answer

The answer of Circle all of the following structures that...

Question 12

Pyridine typically undergoes electrophilic aromatic substitution ________ rapidly than benzene, and its preferred site of substitution is the ________ - position.

Accepted Answer

A)  more; 2 
B)  more; 3 
C)  more; 4 
D)  less; 2 
E)  less; 3 
A)  more; 2 
B)  more; 3 
C)  more; 4 
D)  less; 2 
E)  less; 3

Question 13

Draw the structure of 3-pentanamine.

Accepted Answer

The answer of Draw the structure of 3-pentanamine....

Question 14

Name the compound shown below.

Accepted Answer

N,N-dimethyl-3-penta

Question 15

In 1H NMR protons on the α-carbon of amines typically appear in the range of ________.

Accepted Answer

A)  1.0 and 2.0 ppm 
B)  2.0 and 3.0 ppm 
C)  3.0 and 4.0 ppm 
D)  6.0 and 7.0 ppm 
E)  9.0 and 10.0 ppm 
A)  1.0 and 2.0 ppm 
B)  2.0 and 3.0 ppm 
C)  3.0 and 4.0 ppm 
D)  6.0 and 7.0 ppm 
E)  9.0 and 10.0 ppm

Question 16

Complete the following reaction by filling in the necessary reagents.

Accepted Answer

The answer of Complete the following reaction by filling in...

Question 17

Arrange the following compounds in order of increasing boiling point:
CH3NHCH2CH3, CH3OCH2CH3, (CH3)3N, and CH3CH2CH2OH.

Accepted Answer

(CH₃)₃N < CH

Question 18

Which of the following amines is most soluble in water?

Accepted Answer

A)  pyrrolidine 
B)  PhNH2 
C)  (CH3)3N 
D)  (CH3CH2CH2)2NH 
E)  ethylamine 
A)  pyrrolidine 
B)  PhNH2 
C)  (CH3)3N 
D)  (CH3CH2CH2)2NH 
E)  ethylamine

Question 19

Since alkyl groups are electron donors, one might conclude that tertiary amines are much more basic than primary amines. Actually, primary and tertiary amines show similar ranges of basicity. Offer an explanation.

Accepted Answer

While tertiary ammonium cation

Question 20

Name the compound shown below.

Accepted Answer

N-ethyl-2-

Exam 19: Amines

Circle the stronger base in the pair below, and briefly explain your choice.

Provide the IUPAC name for the compound shown below.

Provide the structure of 2,4-dimethylpyridine.

How might one distinguish a sample of n-butylamine from a sample of diethylamine using IR spectroscopy?

Which of the following compounds contains a tertiary amine? 1) 2-methyl-2-propanamine 2) N-ethylpyrrolidine 3) N-methylcyclohexylamine 4) 2-(dimethylamino)butanal

Arrange the following in order of increasing basicity: aniline, p-nitroaniline, p-toluidine, and p-methoxyaniline.

Show what reagents are needed to carry out the following transformation.

Provide a detailed, stepwise mechanism for the reaction of acetyl chloride with n-propylamine.

A three-carbon, nitrogen-containing compound exhibits 3 13C NMR peaks (d 11.2, 27.3, and 44.9). Which of the following compounds best matches this spectral data?

When pyridine is treated with a mixture of nitric and sulfuric acids, the major product is ________.

Circle all of the following structures that can be resolved into pure enantiomers.

Pyridine typically undergoes electrophilic aromatic substitution ________ rapidly than benzene, and its preferred site of substitution is the ________ - position.

Draw the structure of 3-pentanamine.

Name the compound shown below.

In 1H NMR protons on the α-carbon of amines typically appear in the range of ________.

Complete the following reaction by filling in the necessary reagents.

Arrange the following compounds in order of increasing boiling point: CH3NHCH2CH3, CH3OCH2CH3, (CH3)3N, and CH3CH2CH2OH.

Which of the following amines is most soluble in water?

Since alkyl groups are electron donors, one might conclude that tertiary amines are much more basic than primary amines. Actually, primary and tertiary amines show similar ranges of basicity. Offer an explanation.

Name the compound shown below.

Structure and Bonding

Acids and Bases; Functional Groups

Structure and Stereochemistry of Alkanes

The Study of Chemical Reactions

Stereochemistry

Alkyl Halides; Nucleophilic Substitution

Structure and Synthesis of Alkenes; Elimination

Reactions of Alkenes

Structure and Synthesis of Alcohols

Reactions of Alcohols

Infrared Spectroscopy and Mass Spectrometry

Nuclear Magnetic Resonance Spectroscopy

Ethers, Epoxides, and Thioethers

Conjugated Systems, Orbital Symmetry, and Ultraviolet Spectroscopy

Aromatic Compounds

Reactions of Aromatic Compounds

Ketones and Aldehydes

Carboxylic Acids

Carboxylic Acid Derivatives

Condensations and Alpha Substitutions of Carboxyl Compounds

Carbohydrates and Nucleic Acids

Amino Acids, Peptides, and Proteins

Lipids

Synthetic Polymers

Filters

A three-carbon, nitrogen-containing compound exhibits 3 ¹³C NMR peaks (d 11.2, 27.3, and 44.9). Which of the following compounds best matches this spectral data?

Pyridine typically undergoes electrophilic aromatic substitution rapidly than benzene, and its preferred site of substitution is the - position.

In ¹H NMR protons on the α-carbon of amines typically appear in the range of ________.

Arrange the following compounds in order of increasing boiling point: CH₃NHCH₂CH₃, CH₃OCH₂CH₃, (CH₃)₃N, and CH₃CH₂CH₂OH.