Question 1

Select the reagent(s) required for the following transformation. 2,HCl; (2) NaI C) (1) NaNO2,HCl; (2) I2 D) I2" class="answers-bank-image d-inline" rel="preload" >

Accepted Answer

A)  NaI
B)  (1) NaNO2,HCl; (2) NaI
C)  (1) NaNO2,HCl; (2) I2
D)  I2E) B) and D)
F) A) and B)

Question 2

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

Accepted Answer

A)  Because there is rapid interconversion between the two isomeric forms at room temperature
B)  Because interconversion cannot occur between the two isomeric forms at room temperature
C)  Because the compound would be a meso compound
D)  Because the compound would be a racemic mixtureE) B) and C)
F) A) and C)

Question 3

Select the reagent(s) required for the following transformation. 2,HCl; (2) H2 B) (1) NaNO2,HCl; (2) H2O C) (1) NaNO2,HCl; (2) H3PO4 D) (1) NaNO2,HCl; (2) H3PO2" class="answers-bank-image d-inline" rel="preload" >

Accepted Answer

A)  (1) NaNO2,HCl; (2) H2
B)  (1) NaNO2,HCl; (2) H2O
C)  (1) NaNO2,HCl; (2) H3PO4
D)  (1) NaNO2,HCl; (2) H3PO2E) C) and D)
F) A) and B) D

Question 4

What is the major product of the following reaction?

Accepted Answer

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

Question 5

What is the IUPAC name of the following compound?

Accepted Answer

A)  N-ethyl-N-methylcyclopentanamine
B)  N-cyclopentyl-N-methylethanamine
C)  N-methyl-N-ethylcyclopentylamine
D)  N-ethyl-N-methylpentanamineE) B) and C)
F) A) and B)

Question 6

What is the common name of the following compound?

Accepted Answer

A)  dimethylisobutylamine
B)  butyldimethylamine
C)  N,N-dimethylbutanamine
D)  sec-butyldimethylamineE) A) and C)
F) A) and D)

Question 7

Predict the major product of the following reaction.

Accepted Answer

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

Question 8

Consider the following multistep synthesis.  What is the structure of intermediate C?

Accepted Answer

A)  I
B)  II
C)  III
D)  IVE) B) and C)
F) A) and B)

Question 9

Predict the major product of the following reaction.

Accepted Answer

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

Question 10

What starting materials are required to synthesize the following azo compound?

Accepted Answer

A)  I
B)  II
C)  III
D)  IVE) A) and D)
F) B) and D)

Question 11

Rank the following compounds in order of decreasing basicity,putting the most basic first.  II > III > IV B) I > III > II > IV C) IV > III > I > II D) II > I > III > IV" class="answers-bank-image d-inline" rel="preload" >

Accepted Answer

A)  I > II > III > IV
B)  I > III > II > IV
C)  IV > III > I > II
D)  II > I > III > IVE) A) and D)
F) A) and C)

Question 12

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

Accepted Answer

A)  I = pyrrolidine; II = pyrimidine; III = aniline
B)  I = pyrrole; II = pyrimidine; III = anisole
C)  I = pyrrolidine; II = pyridine; III =aniline
D)  I = pyrrole; II = pyridine; III = anilineE) C) and D)
F) B) and D)

Question 13

Arrange the following compounds in order of increasing boiling point,putting the compound with the least boiling point first.

Accepted Answer

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

Question 14

Why is pyrrole much less basic than pyridine?

Accepted Answer

A)  The lone pair of electrons in pyrrole is located on an sp2 orbital.
B)  The lone pair of electrons in pyrrole is part of the aromatic p system.
C)  The lone pair of electrons in pyrrole is not part of the aromatic p system.
D)  The pKa of the conjugate acid of pyrrole is much greater than the conjugate acid of pyridine.E) None of the above
F) A) and B)

Question 15

What is the major organic product obtained in the following reaction?

Accepted Answer

A)  I
B)  II
C)  III
D)  IVE) A) and C)
F) C) and D)

Question 16

Why is the N-H bond of an imide especially acidic?

Accepted Answer

A)  The conjugate base is stabilized by electron-donating inductive effect.
B)  The conjugate base is stabilized by resonance.
C)  The conjugate acid is stabilized by resonance.
D)  The conjugate base is stabilized by intramolecular hydrogen bonding.E) B) and C)
F) B) and D)

Question 17

What is the major product of the following reaction?

Accepted Answer

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

Question 18

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

Accepted Answer

A)  90°
B)  109.5°
C)  120°
D)  180°E) B) and C)
F) A) and D)

Question 19

What is the IUPAC name of the following compound?

Accepted Answer

A)  N-propylhexanamine
B)  N-propylaniline
C)  N-ethylcyclohexylamine
D)  N-propylcyclohexanamineE) B) and D)
F) All of the above D

Question 20

A compound with molecular formula C6H15N exhibits a singlet at d 0.9 (1H) ,a triplet at d 1.10 (3H) ,a singlet at d1.15 (9H) ,and a quartet at d 2.6 (2H) in its 1HNMR spectrum.Its IR spectrum shows one medium absorption band near 3400 cm-1.What is the structure of this compound? 6H15N exhibits a singlet at d 0.9 (1H) ,a triplet at d 1.10 (3H) ,a singlet at d1.15 (9H) ,and a quartet at d 2.6 (2H) in its 1HNMR spectrum.Its IR spectrum shows one medium absorption band near 3400 cm-1.What is the structure of this compound?   A) I B) II C) III D) IV" class="answers-bank-image d-inline" rel="preload" >

Accepted Answer

A)  I
B)  II
C)  III
D)  IVE) A) and B)
F) A) and C)

Exam 23: Amines

Select the reagent(s) required for the following transformation.

Correct AnswerverifiedShow Answer

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

Correct AnswerverifiedShow Answer

Select the reagent(s) required for the following transformation.

Correct AnswerverifiedD

What is the major product of the following reaction?

Correct AnswerverifiedShow Answer

What is the IUPAC name of the following compound?

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What is the common name of the following compound?

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Predict the major product of the following reaction.

Correct AnswerverifiedB

Consider the following multistep synthesis. What is the structure of intermediate C?

Correct AnswerverifiedShow Answer

Predict the major product of the following reaction.

Correct AnswerverifiedShow Answer

What starting materials are required to synthesize the following azo compound?

Correct AnswerverifiedShow Answer

Rank the following compounds in order of decreasing basicity,putting the most basic first.

Correct AnswerverifiedShow Answer

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

Correct AnswerverifiedShow Answer

Arrange the following compounds in order of increasing boiling point,putting the compound with the least boiling point first.

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Why is pyrrole much less basic than pyridine?

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What is the major organic product obtained in the following reaction?

Correct AnswerverifiedShow Answer

Why is the N-H bond of an imide especially acidic?

Correct AnswerverifiedShow Answer

What is the major product of the following reaction?

Correct AnswerverifiedShow Answer

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

Correct AnswerverifiedShow Answer

What is the IUPAC name of the following compound?

Correct AnswerverifiedD

A compound with molecular formula C6H15N exhibits a singlet at d 0.9 (1H) ,a triplet at d 1.10 (3H) ,a singlet at d1.15 (9H) ,and a quartet at d 2.6 (2H) in its 1HNMR spectrum.Its IR spectrum shows one medium absorption band near 3400 cm-1.What is the structure of this compound?

Correct AnswerverifiedShow Answer

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D

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B

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D

A compound with molecular formula C₆H₁₅N exhibits a singlet at d 0.9 (1H) ,a triplet at d 1.10 (3H) ,a singlet at d1.15 (9H) ,and a quartet at d 2.6 (2H) in its ¹HNMR spectrum.Its IR spectrum shows one medium absorption band near 3400 cm^-1.What is the structure of this compound?

Correct Answer
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