Question 1

Select the best reagent to convert 3-heptyne to trans-3-heptene?

Accepted Answer

A)   Na/NH3
B)   1 eq. NaNH2, NH3
C)   excess NaNH2, NH3
D)   H2/Pt
E)   H2/Lindlar's catalyst

Question 2

What is the IUPAC name for the expected product of the reaction below?

Accepted Answer

A)   propyne
B)   1-hexyne
C)   2-hexyne
D)   3-hexyne
E)   (
E)  -3-hexyne

Question 3

Provide the IUPAC name for CH3C≡CC(CH3)2CH(CH2CH3)2.

Accepted Answer

5-ethyl-4,4-dimethyl...

Question 4

Provide the IUPAC name for the following compound.

Accepted Answer

4-sec-buty...

Question 5

What is the expected functional group produced when cyclodecyne is reacted with disiamylborane, followed with treatment of basic hydrogen peroxide?

Accepted Answer

A)   aldehyde
B)   ketone
C)   diol
D)   ether
E)   carboxylic acid

Question 6

Which of the alkynes below, after undergoing an acid-catalyzed hydration, would be expected to produce two different ketones in nearly equivalent yields?

Accepted Answer

A)   1-hexyne
B)   2-hexyne
C)   3-hexyne
D)   3-methyl-1-pentyne
E)   4-methyl-1-pentyne

Question 7

Which of the compounds shown below would be the most likely product expected from the reaction scheme shown?

Accepted Answer

A)   I
B)   II
C)   III
D)   IV
E)   V

Question 8

Identify the major product.

Accepted Answer

A)   I
B)   II
C)   III
D)   IV
E)   V

Question 9

What is the IUPAC name for the expected final product of the reaction below?

Accepted Answer

A)   5-decyne
B)   3-hexyne
C)   1-octyne
D)   3-octyne
E)   5-octyne

Question 10

The major result of treating 1-butyne with 6M aqueous NaOH would be:

Accepted Answer

A)   the production of the sodium alkynide.
B)   the production of an alkene.
C)   the production of an alkane.
D)   the production of an enol.
E)   nothing, as the alkyne would not react to an appreciable extent.

Question 11

When preparing terminal alkynes by an elimination reaction, sodium amide (NaNH2)  dissolved in liquid ammonia (NH3)  is used most frequently. Which of the following statements offers the best explanation for the above statement?

Accepted Answer

A)   The above statement is false; terminal alkynes are not produced under the given conditions.
B)   Sodium amide deprotonates the terminal alkyne, driving formation of the alkynide ion.
C)   Only sodium amide is a strong enough base to deprotonate a carbon.
D)   Terminal alkynes are more stable than the internal alkynes, and are always the favored product.
E)   Steric hindrance favors preparation of the less substituted terminal alkyne.

Question 12

What is the IUPAC name for the molecule shown below?

Accepted Answer

A)   (
E)  -5-methyl-5-hepten-1-yne
B)   (Z) -5-methyl-5-hepten-1-yne
C)   (
E)  -3-methyl-2-hepten-6-yne
D)   (Z) -3-methyl-2-hepten-6-yne
E)   (
E)  -2-butynyl-2-butene

Question 13

Give the major product from the careful addition of 1 equivalent of Br2 to the alkyne shown below. 2 to the alkyne shown below.     A)  I B)  II C)  III D)  IV E)  V" class="answers-bank-image d-inline" rel="preload" > 2 to the alkyne shown below.     A)  I B)  II C)  III D)  IV E)  V" class="answers-bank-image d-inline" rel="preload" >

Accepted Answer

A)   I
B)   II
C)   III
D)   IV
E)   V

Question 14

What is the IUPAC name for the molecule shown below?

Accepted Answer

A)   (4R,5Z) -4-chlorohept-5-en-2-yne
B)   (4S,5
E)  -4-chlorohept-5-en-2-yne
C)   (2E,4S) -4-chlorohept-2-en-5-yne
D)   (2E,4R) -4-chlorohept-2-en-5-yne

Question 15

Which of the ketones below could not be prepared by an acid-catalyzed hydration of an alkyne?

Accepted Answer

A)   I
B)   II
C)   III
D)   IV
E)   V

Question 16

For the reaction below, select the structure of the expected major organic product.

Accepted Answer

A)   I
B)   II
C)   III
D)   IV
E)   V

Question 17

Which of the circled hydrogen atoms is the least acidic?

Accepted Answer

A)   I
B)   II
C)   III
D)   IV
E)   V

Question 18

Which of the reagents below, when reacting with a terminal alkyne, would be expected to produce a ketone as the final major organic product?

Accepted Answer

A)   I and II
B)   II
C)   III and IV
D)   I, II and IV
E)   I, III and IV

Question 19

For the reaction shown, which of the compounds below would be the expected enol intermediate?

Accepted Answer

A)   I
B)   II
C)   III
D)   IV
E)   V

Question 20

What is the final major product expected for the following reaction sequence?

Accepted Answer

A)   (R) -3-chlorohexane
B)   (S) -3-chlorohexane
C)   meso-3,4-dichlorohexane
D)   (±) -3,4-dichlorohexane
E)   2,3-dichloro-3-hexene

Exam 9: Alkynes

What is the IUPAC name for the molecule shown below?

Correct AnswerverifiedShow Answer

What is the IUPAC name for the expected product of the reaction below?

Correct AnswerverifiedShow Answer

Provide the IUPAC name for the following compound.

Correct Answerverified4-sec-buty...View AnswerShow Answer

Which of the circled hydrogen atoms is the least acidic?

Correct AnswerverifiedShow Answer

What is the IUPAC name for the molecule shown below?

Correct AnswerverifiedShow Answer

For the reaction shown, which of the compounds below would be the expected enol intermediate?

Correct AnswerverifiedShow Answer

When preparing terminal alkynes by an elimination reaction, sodium amide (NaNH2) dissolved in liquid ammonia (NH3) is used most frequently. Which of the following statements offers the best explanation for the above statement?

Correct AnswerverifiedShow Answer

What is the final major product expected for the following reaction sequence?

Correct AnswerverifiedShow Answer

Which of the ketones below could not be prepared by an acid-catalyzed hydration of an alkyne?

Correct AnswerverifiedShow Answer

What is the expected functional group produced when cyclodecyne is reacted with disiamylborane, followed with treatment of basic hydrogen peroxide?

Correct AnswerverifiedShow Answer

The major result of treating 1-butyne with 6M aqueous NaOH would be:

Correct AnswerverifiedShow Answer

Which of the alkynes below, after undergoing an acid-catalyzed hydration, would be expected to produce two different ketones in nearly equivalent yields?

Correct AnswerverifiedShow Answer

Which of the compounds shown below would be the most likely product expected from the reaction scheme shown?

Correct AnswerverifiedShow Answer

Select the best reagent to convert 3-heptyne to trans-3-heptene?

Correct AnswerverifiedShow Answer

Give the major product from the careful addition of 1 equivalent of Br2 to the alkyne shown below.

Correct AnswerverifiedShow Answer

For the reaction below, select the structure of the expected major organic product.

Correct AnswerverifiedShow Answer

Which of the reagents below, when reacting with a terminal alkyne, would be expected to produce a ketone as the final major organic product?

Correct AnswerverifiedShow Answer

What is the IUPAC name for the expected final product of the reaction below?

Correct AnswerverifiedShow Answer

Provide the IUPAC name for CH3C≡CC(CH3)2CH(CH2CH3)2.

Correct Answerverified5-ethyl-4,4-dimethyl...View AnswerShow Answer

Identify the major product.

Correct AnswerverifiedShow Answer

Correct Answer
verified

Correct Answer
verified

Correct Answer
verified
4-sec-buty...
View Answer

Correct Answer
verified

Correct Answer
verified

Correct Answer
verified

When preparing terminal alkynes by an elimination reaction, sodium amide (NaNH₂) dissolved in liquid ammonia (NH₃) is used most frequently. Which of the following statements offers the best explanation for the above statement?

Correct Answer
verified

Correct Answer
verified

Correct Answer
verified

Correct Answer
verified

Correct Answer
verified

Correct Answer
verified

Correct Answer
verified

Correct Answer
verified

Give the major product from the careful addition of 1 equivalent of Br₂ to the alkyne shown below.

Correct Answer
verified

Correct Answer
verified

Correct Answer
verified

Correct Answer
verified

Provide the IUPAC name for CH₃C≡CC(CH₃)₂CH(CH₂CH₃)₂.

Correct Answer
verified
5-ethyl-4,4-dimethyl...
View Answer

Correct Answer
verified