Question 1

Which alkyne would produce the products below upon ozonolysis? 2C≡CH B)  HC≡CCH2CH2CH2C≡CH C)  CH3C≡CCH2C≡CCH3 D)  HC≡CCH2CH2C≡CCH3 E)  CH3C≡CC≡CC≡CH" class="answers-bank-image d-inline" rel="preload" >

Accepted Answer

A)   HC≡CC≡CCH2C≡CH
B)   HC≡CCH2CH2CH2C≡CH
C)   CH3C≡CCH2C≡CCH3
D)   HC≡CCH2CH2C≡CCH3
E)   CH3C≡CC≡CC≡CH

Question 2

The expected major product from the treatment of 1-pentyne with 2 equivalents of HBr is:

Accepted Answer

A)   1-bromo-1-pentene
B)   2-bromo-1-pentene
C)   1,1-dibromopentane
D)   2,2-dibromopentane
E)   1,2-dibromopentane

Question 3

What is the IUPAC name for di-sec-butylacetylene?

Accepted Answer

A)   2-ethyl-5-methyl-3-heptyne
B)   2,7-dimethyl-4-octyne
C)   3,6-dimethyl-4-octyne
D)   2,5-diethyl-3-hexyne
E)   2,2,5,5-tetramethyl-3-hexyne

Question 4

What is the IUPAC name for the molecule shown below?

Accepted Answer

A)   6-bromo-3-octyne
B)   6-bromo-6-methyl-3-heptyne
C)   2-bromo-2-methyl-4-heptyne
D)   6-bromo-6,6-dimethyl-3-hexyne
E)   2-bromo-4-octyne

Question 5

Draw all constitutional isomers of the molecular formula C6H10 that are terminal alkynes.

Accepted Answer

Question 6

For the reaction shown, select the expected major organic product.

Accepted Answer

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

Question 7

What is the IUPAC name for the molecule shown below?

Accepted Answer

A)   4,4-dimethyl-2-pentyne
B)   2,2-dimethyl-4-heptyne
C)   1-tert-butyl-3-heptyne
D)   6,6-dimethyl-3-heptyne
E)   6,6,6-trimethyl-3-hexyne

Question 8

Determine which compound will react with sodium in liquid ammonia to form trans-3-hexene.

Accepted Answer

A)   cis-3-hexene
B)   trans-2-hexene
C)   3-hexyne
D)   2-hexyne
E)   cis-2-hexene

Question 9

Which sequence of reactions is expected to produce the product below as the final, and major, organic product?

Accepted Answer

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

Question 10

Predict the major organic products of the reaction below.

Accepted Answer

A)   I and II
B)   II an III
C)   I and IV
D)   II and III
E)   1 and III

Question 11

In an acid-catalyzed hydration, which of the following alkynes is expected to produce a single ketone?

Accepted Answer

A)   2-decyne
B)   3-decyne
C)   4-decyne
D)   5-decyne
E)   All of the above will give a single product

Question 12

What is the expected major product of the reaction sequence shown below? HC≡C:- + (CH3) 2CHCH2Br  →\rightarrow→  ?

Accepted Answer

A)   CH≡CH + (CH3) 2CHC≡CH
B)   (CH3) 2CHC≡CCH3
C)   (CH3) 2CHCH2C≡CH
D)   (CH3) 2CHCHBrC≡CH
E)   CH3CHCH2C≡CCH3

Question 13

What is the IUPAC name for diisobutylacetylene?

Accepted Answer

A)   diisopropylbutyne
B)   2,7-dimethyl-4-octyne
C)   3,6-dimethyl-4-octyne
D)   2,5-diethyl-3-hexyne
E)   2,2,5,5-tetramethyl-3-hexyne

Question 14

Which of the reagents below would convert 2-pentyne to trans-2-pentene?

Accepted Answer

A)   NaNH2, NH3
B)   Na, NH3
C)   H2, Lindlar's catalyst
D)   H2, Pd/C
E)   H2O, HgSO4/H2SO4

Question 15

Which sequence of reagents would be expected to accomplish the transformation shown? 2 B)  1)  Br2; 2)  2 NaNH2 C)  1)  Br2, H2O; 2)  NaNH2 D)  1)  HBr/ROOR; 2)  excess NaNH2 E)  1)  Na, NH3(l) " class="answers-bank-image d-inline" rel="preload" >

Accepted Answer

A)   1)  HBr; 2)  2 NaNH2
B)   1)  Br2; 2)  2 NaNH2
C)   1)  Br2, H2O; 2)  NaNH2
D)   1)  HBr/ROOR; 2)  excess NaNH2
E)   1)  Na, NH3(l)

Question 16

Which of the following alkynes, upon ozonolysis, would be expected to produce only one major organic product?

Accepted Answer

A)   1-Hexyne
B)   2-Hexyne
C)   3-Hexyne
D)   2-Heptyne
E)   3-Heptyne

Question 17

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

Accepted Answer

A)   Propyne
B)   1-Hexyne
C)   2-Hexyne
D)   3-Hexyne
E)   (
E)  -3-Hexyne

Question 18

Select the alkyne listed below that, upon treatment with ozone followed by water, would not produce carbon dioxide and a carboxylic acid as the final products?

Accepted Answer

A)   Ethyne
B)   Propyne
C)   1-Butyne
D)   1-Pentyne
E)   1-Hexyne

Question 19

Which sequence of reactions is expected to produce the product below as the final, and major, organic product? 2, Lindlar's cat.; 2)  OsO4; 3)  NaHSO3/H2O B)  1)  H2, Pt; 2)  OsO4; 3)  NaHSO3/H2O C)  1)  OsO4; 2)  NaHSO3/H2O; 3)  H2, Lindlar's cat. D)  1)  Na, NH3(l) ; 2)  OsO4; 3)  NaHSO3/H2O E)  1)  OsO4; 2) NaHSO3/H2O; 3)  Na, NH3(l) " class="answers-bank-image d-inline" rel="preload" >

Accepted Answer

A)   1)  H2, Lindlar's cat.; 2)  OsO4; 3)  NaHSO3/H2O
B)   1)  H2, Pt; 2)  OsO4; 3)  NaHSO3/H2O
C)   1)  OsO4; 2)  NaHSO3/H2O; 3)  H2, Lindlar's cat.
D)   1)  Na, NH3(l) ; 2)  OsO4; 3)  NaHSO3/H2O
E)   1)  OsO4; 2) NaHSO3/H2O; 3)  Na, NH3(l)

Question 20

For the reaction shown, which of the compounds below would be the expected major, and final, organic product?

Accepted Answer

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

Exam 10: Alkynes

The expected major product from the treatment of 1-pentyne with 2 equivalents of HBr is:

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Which of the following alkynes, upon ozonolysis, would be expected to produce only one major organic product?

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Which sequence of reactions is expected to produce the product below as the final, and major, organic product?

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What is the IUPAC name for di-sec-butylacetylene?

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

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Which alkyne would produce the products below upon ozonolysis?

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What is the IUPAC name for diisobutylacetylene?

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Determine which compound will react with sodium in liquid ammonia to form trans-3-hexene.

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Which of the reagents below would convert 2-pentyne to trans-2-pentene?

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Which sequence of reactions is expected to produce the product below as the final, and major, organic product?

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What is the expected major product of the reaction sequence shown below? HC≡C:- + (CH3) 2CHCH2Br →\rightarrow→ ?

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Predict the major organic products of the reaction below.

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What is the IUPAC name for the molecule shown below?

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Select the alkyne listed below that, upon treatment with ozone followed by water, would not produce carbon dioxide and a carboxylic acid as the final products?

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What is the IUPAC name for the molecule shown below?

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In an acid-catalyzed hydration, which of the following alkynes is expected to produce a single ketone?

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For the reaction shown, which of the compounds below would be the expected major, and final, organic product?

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Which sequence of reagents would be expected to accomplish the transformation shown?

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Draw all constitutional isomers of the molecular formula C6H10 that are terminal alkynes.

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For the reaction shown, select the expected major organic product.

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What is the expected major product of the reaction sequence shown below? HC≡C:^- + (CH₃) ₂CHCH₂Br $\rightarrow$ ?

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Draw all constitutional isomers of the molecular formula C₆H₁₀ that are terminal alkynes.

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