Question 1

Which of the following two amides will react more readily with a nucleophile? Why?

Accepted Answer

A)  I,because it is less hindered
B)  II,because it is less hindered
C)  I,because it is more strained
D)  II,because it is more strainedE) A) and B)
F) B) and D)

Question 2

Rank the following compounds in order of increasing reactivity in nucleophilic acyl substitution.

Accepted Answer

A)  I 
B)  III 
C)  II 
D)  III < I < IIE) A) and B)
F) A) and C)

Question 3

All of the following contain sp2 hybridized atoms in their functional group except

Accepted Answer

A)  a carboxylic acid.
B)  a nitrile.
C)  an aldehyde.
D)  an anhydride.E) None of the above
F) A) and D) B

Question 4

What is the product of the following reaction?

Accepted Answer

A)  I
B)  II
C)  III
D)  IVE) All of the above
F) None of the above C

Question 5

Will the following reaction occur?

Accepted Answer

A)  Yes
B)  NoC) A) and B)
D) undefined

Question 6

You see an absorption at 2250 cm-1 in the IR spectrum of a compound.What kind of functional group is present?

Accepted Answer

A)  A ketone
B)  An aldehyde
C)  An ester
D)  A nitrileE) A) and B)
F) B) and C)

Question 7

Which of the following statements about amides is true?

Accepted Answer

A)  Amides react with methyl alcohol in the presence of an acid catalyst to form an ester.
B)  Amides are hydrolyzed in acid or base to form carboxylic acids or carboxylate anions.
C)  Amides react with thionyl chloride to form the acid chloride.
D)  Amides do not react under any conditions.They are inert compounds.E) A) and D)
F) A) and C)

Question 8

Draw the structure of N-phenyl acetamide.

Accepted Answer

A)  I
B)  II
C)  III
D)  IVE) All of the above
F) A) and B)

Question 9

What is the product of the following reaction?

Accepted Answer

A)  I
B)  II
C)  III
D)  IVE) A) and C)
F) None of the above

Question 10

What is the missing reagent in the reaction below? 2 D) Pyridine" class="answers-bank-image d-inline" rel="preload" >

Accepted Answer

A)  Acetic acid
B)  NaOMe
C)  SOCl2
D)  PyridineE) A) and C)
F) A) and D)

Question 11

What is the direct product of the base-promoted hydrolysis of an ester?

Accepted Answer

A)  A nitrile
B)  A carboxylic acid
C)  An amide
D)  A carboxylic acid saltE) B) and C)
F) None of the above

Question 12

What is the first step in the general mechanism for nucleophilic acyl substitution?

Accepted Answer

A)  Protonation of the carbonyl
B)  Removal of an a-proton
C)  Addition of the nucleophile to the carbonyl
D)  Loss of the leaving groupE) B) and C)
F) None of the above

Question 13

Which of the following is a lactam?

Accepted Answer

A)  I
B)  II
C)  III
D)  IVE) B) and D)
F) All of the above

Question 14

Give the IUPAC name for the following compound.

Accepted Answer

A)  R-3-methoxybutanoyl chloride
B)  S-3-methoxybutanoyl chloride
C)  R-2-methoxy-4-butanoyl chloride
D)  S-2-methoxy-4-butanoyl chlorideE) B) and C)
F) All of the above

Question 15

An unknown compound has a sharp,medium peak at 2250 cm-1.The unknown compound is probably

Accepted Answer

A)  an alkane.
B)  an aldehyde.
C)  an alkene.
D)  a nitrile.E) None of the above
F) B) and C)

Question 16

Which of the following reaction conditions can be used to synthesize an ester (RCOOR') ?

Accepted Answer

A)  RCOCl + R'NH2 + pyridine
B)  RCOOH + R'OH + H+
C)  RCOOH + R'OH + OH-
D)  RCONH2 + R'OHE) C) and D)
F) A) and B) B

Question 17

Will the following reaction occur?

Accepted Answer

A)  Yes
B)  NoC) A) and B)
D) undefined

Question 18

Why doesn't nucleophilic acyl substitution stop at the tetrahedral intermediate?

Accepted Answer

A)  The nucleophile is too basic.
B)  Reforming the carbonyl is energetically favorable.
C)  The leaving group is unstable and wants to be negatively charged.
D)  There is no tetrahedral intermediate.E) B) and C)
F) A) and B)

Question 19

What is the product of the following reaction?

Accepted Answer

A)  I
B)  II
C)  III
D)  IVE) All of the above
F) None of the above

Question 20

How can you convert a carboxylic acid into an ester?

Accepted Answer

A)  Heat with an alcohol and catalytic acid.
B)  Deprotonate with a base and react with an alcohol.
C)  Deprotonate with a base and react with an alkyl halide.
D)  Both heat with an alcohol and catalytic acid and deprotonate with a base and react with an alkyl halide.
E)  Both heat with an alcohol and catalytic acid and deprotonate with a base and react with an alcohol.F) A) and C)
G) A) and D)

Exam 20: Carboxylic Acids and Their Derivatives - Nucleophilic Acyl Substitution

Which of the following two amides will react more readily with a nucleophile? Why?

Correct AnswerverifiedShow Answer

Rank the following compounds in order of increasing reactivity in nucleophilic acyl substitution.

Correct AnswerverifiedShow Answer

All of the following contain sp2 hybridized atoms in their functional group except

Correct AnswerverifiedB

What is the product of the following reaction?

Correct AnswerverifiedC

Will the following reaction occur?

Correct AnswerverifiedShow Answer

You see an absorption at 2250 cm-1 in the IR spectrum of a compound.What kind of functional group is present?

Correct AnswerverifiedShow Answer

Which of the following statements about amides is true?

Correct AnswerverifiedShow Answer

Draw the structure of N-phenyl acetamide.

Correct AnswerverifiedShow Answer

What is the product of the following reaction?

Correct AnswerverifiedShow Answer

What is the missing reagent in the reaction below?

Correct AnswerverifiedShow Answer

What is the direct product of the base-promoted hydrolysis of an ester?

Correct AnswerverifiedShow Answer

What is the first step in the general mechanism for nucleophilic acyl substitution?

Correct AnswerverifiedShow Answer

Which of the following is a lactam?

Correct AnswerverifiedShow Answer

Give the IUPAC name for the following compound.

Correct AnswerverifiedShow Answer

An unknown compound has a sharp,medium peak at 2250 cm-1.The unknown compound is probably

Correct AnswerverifiedShow Answer

Which of the following reaction conditions can be used to synthesize an ester (RCOOR') ?

Correct AnswerverifiedB

Will the following reaction occur?

Correct AnswerverifiedShow Answer

Why doesn't nucleophilic acyl substitution stop at the tetrahedral intermediate?

Correct AnswerverifiedShow Answer

What is the product of the following reaction?

Correct AnswerverifiedShow Answer

How can you convert a carboxylic acid into an ester?

Correct AnswerverifiedShow Answer

Correct Answer
verified

Correct Answer
verified

All of the following contain sp² hybridized atoms in their functional group except

Correct Answer
verified
B

Correct Answer
verified
C

Correct Answer
verified

You see an absorption at 2250 cm^-1 in the IR spectrum of a compound.What kind of functional group is present?

Correct Answer
verified

Correct Answer
verified

Correct Answer
verified

Correct Answer
verified

Correct Answer
verified

Correct Answer
verified

Correct Answer
verified

Correct Answer
verified

Correct Answer
verified

An unknown compound has a sharp,medium peak at 2250 cm^-1.The unknown compound is probably

Correct Answer
verified

Correct Answer
verified
B

Correct Answer
verified

Correct Answer
verified

Correct Answer
verified

Correct Answer
verified