Question 1

Draw a structure for the expected product of the following reaction.

Accepted Answer

The answer of Draw a structure for the expected product...

Question 2

Which of the following compounds is a 2° amine?

Accepted Answer

A)  cyclohexylamine 
B)  t-butylamine 
C)  N-ethylaniline 
D)  N,N-diethylaniline 
E)  N-butylpyridinium bromide 
A)  cyclohexylamine 
B)  t-butylamine 
C)  N-ethylaniline 
D)  N,N-diethylaniline 
E)  N-butylpyridinium bromide C

Question 3

Provide the structure of the major organic product in the reaction below.

Accepted Answer

The answer of Provide the structure of the major organic...

Question 4

Compound A, C9H17N, is an optically inactive alkaloid, containing a tertiary amine that is not located at the bridgehead of the structures fused bicyclic ring system. Exhaustive alkylation of A with methyl iodide, followed by a Hofmann elimination reaction resulted in a racemic mixture of chiral tertiary amine products B, C10H19N. Provide a structure for A and one of the enantiomeric products B.

Accepted Answer

Question 5

Can 1-hexanamine be prepared in good yield from the reaction of a 1:1 molar ratio of ammonia and 1-bromohexane? Why or why not?

Accepted Answer

No. Proble

Question 6

Provide the structure of the major organic product in the reaction below.

Accepted Answer

The answer of Provide the structure of the major organic...

Question 7

What sequence of reagents can be used to carry out the transformation shown below?

Accepted Answer

1. NaNO₂, H

Question 8

Provide the major organic product of the following reaction.

Accepted Answer

The answer of Provide the major organic product of the...

Question 9

The nitrogen's lone pair in pyrrolidine is best described as occupying what type of orbital?

Accepted Answer

A)  s 
B)  sp3 
C)  sp2 
D)  sp 
E)  p 
A)  s 
B)  sp3 
C)  sp2 
D)  sp 
E)  p

Question 10

When an arenediazonium ion reacts with an activated aromatic ring, the product is ________.

Accepted Answer

A)  an azo compound 
B)  a nitrosamine 
C)  an aniline 
D)  a benzonitrile 
A)  an azo compound 
B)  a nitrosamine 
C)  an aniline 
D)  a benzonitrile

Question 11

Provide the major organic product of the following reaction.

Accepted Answer

The answer of Provide the major organic product of the...

Question 12

The product of the reaction below has been found to be a potent anticancer agent (J. Med. Chem. 2010, 6867). Predict the structure of the product of the following reaction.

Accepted Answer

The answer of The product of the reaction below has...

Question 13

The following structure has been used in monitoring the development of amyloid plaques in Alzheimer's patients (J. Med. Chem. 2011, 949). Which sequence correctly ranks the following nitrogens in order of increasing pKb value?

Accepted Answer

A)  2 < 3 < 1 
B)  3 < 2 < 1 
C)  2 < 1 < 3 
D)  1 < 3 < 2 
A)  2 < 3 < 1 
B)  3 < 2 < 1 
C)  2 < 1 < 3 
D)  1 < 3 < 2

Question 14

Secondary amines react with the nitrosonium ion to generate ________.

Accepted Answer

A)  diazonium salts 
B)  oximes 
C)  N-nitrosoamines 
D)  imines 
E)  anilines 
A)  diazonium salts 
B)  oximes 
C)  N-nitrosoamines 
D)  imines 
E)  anilines

Question 15

Predict the product of the reaction shown below and add arrows to show the mechanism.

Accepted Answer

The answer of Predict the product of the reaction shown...

Question 16

Provide the major organic product of the following reaction.

Accepted Answer

The answer of Provide the major organic product of the...

Question 17

Can 2-methyl-2-butanamine be prepared in good yield from the reaction of ammonia with 2-bromo-2-methylbutane? Why or why not?

Accepted Answer

No. S_N2 reactions do

Question 18

Devise an efficient method for preparing fluorobenzene from benzene.

Accepted Answer

1) HNO₃, H₂S

Question 19

Provide the structure of the major organic product in the reaction below.

Accepted Answer

The answer of Provide the structure of the major organic...

Question 20

What reagents would you add to perform the following reaction?

Accepted Answer

The answer of What reagents would you add to perform...

Exam 19: Amines

Draw a structure for the expected product of the following reaction.

Which of the following compounds is a 2° amine?

Provide the structure of the major organic product in the reaction below.

Can 1-hexanamine be prepared in good yield from the reaction of a 1:1 molar ratio of ammonia and 1-bromohexane? Why or why not?

Provide the structure of the major organic product in the reaction below.

What sequence of reagents can be used to carry out the transformation shown below?

Provide the major organic product of the following reaction.

The nitrogen's lone pair in pyrrolidine is best described as occupying what type of orbital?

When an arenediazonium ion reacts with an activated aromatic ring, the product is ________.

Provide the major organic product of the following reaction.

The product of the reaction below has been found to be a potent anticancer agent (J. Med. Chem. 2010, 6867). Predict the structure of the product of the following reaction.

The following structure has been used in monitoring the development of amyloid plaques in Alzheimer's patients (J. Med. Chem. 2011, 949). Which sequence correctly ranks the following nitrogens in order of increasing pKb value?

Secondary amines react with the nitrosonium ion to generate ________.

Predict the product of the reaction shown below and add arrows to show the mechanism.

Provide the major organic product of the following reaction.

Can 2-methyl-2-butanamine be prepared in good yield from the reaction of ammonia with 2-bromo-2-methylbutane? Why or why not?

Devise an efficient method for preparing fluorobenzene from benzene.

Provide the structure of the major organic product in the reaction below.

What reagents would you add to perform the following reaction?

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

The following structure has been used in monitoring the development of amyloid plaques in Alzheimer's patients (J. Med. Chem. 2011, 949). Which sequence correctly ranks the following nitrogens in order of increasing pK_b value?