Question 1

What is the common name of the following compound?

Accepted Answer

A)   dimethylisobutylamine
B)   butyldimethylamine
C)   N,N-dimethylbutanamine
D)   sec-butyldimethylamineE) A) and B)
F) None of the above

Question 2

Predict the major organic product of the following reaction.

Accepted Answer

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

Question 3

What is the IUPAC name of the following compound?

Accepted Answer

A)   N-ethyl-N-methylpentylamine
B)   N-ethyl-N-methyl-1-pentanamine
C)   N-methyl-3-octanamine
D)   N-ethyl-2-heptanamineE) A) and B)
F) B) and D)

Question 4

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

Accepted Answer

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

Question 5

Histamine, a vasodilator, is responsible for a wide variety of physiological effects. Rank the three nitrogen atoms in histamine in increasing order of basicity, putting least basic nitrogen atom first.

Accepted Answer

A)   N2 
B)   N1 
C)   N3 
D)   N3 < N2 < N1E) B) and D)
F) A) and C)

Question 6

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 mixture.E) A) and C)
F) None of the above

Question 7

Which of the following alkyl halides cannot be used to prepare primary amines by the Gabriel synthesis?

Accepted Answer

A)   2-bromo-2-methylbutane
B)   1-bromo-2-methylbutane
C)   2-bromo-3-methylbutane
D)   1-bromo-3-methylbutaneE) None of the above
F) B) and C)

Question 8

Predict the major organic product of the following reaction.

Accepted Answer

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

Question 9

Rank the following compounds in order of increasing basicity, putting the least basic compound first.

Accepted Answer

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

Question 10

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) None of the above
F) A) and B)

Question 11

What is the common name of the following compound?

Accepted Answer

A)   isopropylamine
B)   2-methyl-2-propanamine
C)   tert-butylamine
D)   isobutylamineE) None of the above
F) A) and B)

Question 12

Predict the major product of the following reaction.

Accepted Answer

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

Question 13

What is the common name of the following compound?

Accepted Answer

A)   isopropylamine
B)   sec-butylamine
C)   isobutylamine
D)   tert-butylamineE) B) and C)
F) A) and C)

Question 14

Predict the major organic product of the following reaction.

Accepted Answer

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

Question 15

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) A) and B)
F) All of the above

Question 16

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) A) and B)
F) None of the above

Question 17

In the preparation of primary amines, how can direct nucleophilic substitution between NH3 and alkyl halide be made more practical than reacting NH3 and the alkyl halide in a 1:1 ratio?

Accepted Answer

A)   Use a large excess of NH3.
B)   Use a large excess of alkyl halide.
C)   Use a limited amount of NH3.
D)   Make the alkyl halide sterically hindered.E) All of the above
F) A) and B)

Question 18

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  system.
C)   The lone pair of electrons in pyrrole is not part of the aromatic  system.
D)   The pKa of the conjugate acid of pyrrole is much greater than the conjugate acid of pyridine.E) B) and C)
F) A) and D)

Question 19

What is the IUPAC name of the following compound?

Accepted Answer

A)   1-methyl-N-propyl-1-propanamine
B)   4-methyl-4-heptanamine
C)   2-propyl-3-hexanamine
D)   N-propyl-2-pentanamineE) None of the above
F) A) and D)

Question 20

What is the common name of the following compound?

Accepted Answer

A)   diisopropylamine
B)   dipropylamine
C)   diisopropanamine
D)   dibutylamineE) A) and D)
F) B) and C)

Exam 25: Amines

What is the common name of the following compound?

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What is the common name of the following compound?

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What is the common name of the following compound?

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Rank the following compounds in order of increasing basicity, putting the least basic compound first.

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What is the IUPAC name of the following compound?

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

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What is the common name of the following compound?

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

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Why is pyrrole much less basic than pyridine?

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Histamine, a vasodilator, is responsible for a wide variety of physiological effects. Rank the three nitrogen atoms in histamine in increasing order of basicity, putting least basic nitrogen atom first.

Correct AnswerverifiedShow Answer

What is the IUPAC name of the following compound?

Correct AnswerverifiedShow Answer

Predict the major product of the following reaction.

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Predict the major organic product of the following reaction.

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In the preparation of primary amines, how can direct nucleophilic substitution between NH3 and alkyl halide be made more practical than reacting NH3 and the alkyl halide in a 1:1 ratio?

Correct AnswerverifiedShow Answer

Predict the major organic product of the following reaction.

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

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Predict the major organic product of the following reaction.

Correct AnswerverifiedShow Answer

What is the IUPAC name of the following compound?

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Which of the following alkyl halides cannot be used to prepare primary amines by the Gabriel synthesis?

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

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In the preparation of primary amines, how can direct nucleophilic substitution between NH₃ and alkyl halide be made more practical than reacting NH₃ and the alkyl halide in a 1:1 ratio?

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