Question 1

Which sequence of reactions is expected to produce the product below as the final, and major, organic product? 3(l) ; 2)  OsO4; 3)  NaHSO3/H2O B)  1)  H2, Lindlar's cat.; 2)  MCPBA; 3)  H3O+ C)  1)  H2, Ni2B (P-2) ; 2)  KMnO4, NaOH (cold)  D)  Both A and B E)  Both A and C" class="answers-bank-image d-inline" rel="preload" >

Accepted Answer

A)   1)  Na, NH3(l) ; 2)  OsO4; 3)  NaHSO3/H2O
B)   1)  H2, Lindlar's cat.; 2)  MCPBA; 3)  H3O+
C)   1)  H2, Ni2B (P-2) ; 2)  KMnO4, NaOH (cold) 
D)   Both A and B
E)   Both A and CF) None of the above
G) B) and C)

Question 2

What is the expected major final product of the reaction sequence shown below?

Accepted Answer

A)   I
B)   II
C)   III
D)   IV
E)   None of the shown products will be produced.F) A) and B)
G) D) and E)

Question 3

What is the major product of the reaction shown below?

Accepted Answer

A)   (
E)  -2,3-Dichloro-2-hexene
B)   (Z) -2,3-Dichloro-2-hexene
C)   2,2-Dichlorohexane
D)   3,3-Dichlorohexane
E)   2,2,3,3-TetrachlorohexaneF) All of the above
G) A) and E)

Question 4

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

Accepted Answer

A)   I
B)   II
C)   III
D)   IV
E)   VF) B) and E)
G) B) and D)

Question 5

What is the IUPAC name for the molecule shown below?

Accepted Answer

A)   (
E)  -4-isopropyloct-3-en-5-yne
B)   (Z) -4-isopropyloct-3-en-5-yne
C)   (
E)  -5-isopropyloct-5-en-3-yne
D)   (Z) -5-isopropyloct-5-en-3-yne
E)   (
E)  -4-(2-methylethyl) oct-3-en-5-yneF) D) and E)
G) B) and C)

Question 6

Which of the following is the acceptable structure for (R) -5-bromohept-2-yne?

Accepted Answer

A)   I
B)   II
C)   III
D)   IV
E)   VF) B) and E)
G) A) and B)

Question 7

Complete hydrogenation of a mixture of 1-octyne, 2-octyne, and 3-octyne, in the presence of a palladium catalyst, would produce how many distinct eight-carbon hydrocarbon products?

Accepted Answer

A)   1
B)   2
C)   3
D)   6
E)   8F) B) and E)
G) None of the above

Question 8

Provide the IUPAC name for the following compound:

Accepted Answer

(3E,5S)-5-fluoro-2-m...

Question 9

Select the best reagent expected to convert 3-heptyne to cis-3-heptene.

Accepted Answer

A)   NaNH2, NH3
B)   Na, NH3
C)   H2, Lindlar's catalyst
D)   Both A and C
E)   Both B and CF) C) and E)
G) All of the above

Question 10

Provide the IUPAC name for Cl3CCH2CH2CH2C≡CH.

Accepted Answer

A)   6,6,6-trichloro-1-hexyne
B)   1,1,1-trichloro-5-hexyne
C)   5,5,5-trichloro-1-pentyne
D)   1-heptyne
E)   trichlorobutylacetyleneF) B) and D)
G) B) and E)

Question 11

What is the IUPAC name for the molecule shown below?

Accepted Answer

A)   2-methyl-5-propyl-3-heptyne
B)   5-ethyl-2-methyl-3-octyne
C)   1-isopropyl-3-ethyl-1-hexyne
D)   6-methyl-3-propyl-4-heptyne
E)   4-ethyl-7-methyl-5-octyneF) None of the above
G) B) and D)

Question 12

Which of the following is the structure for 2,5,5?trimethylhept?3?yne?

Accepted Answer

A)   CH3CH2CH(CH3) C≡CCH2CH(CH3) 2
B)   CH3CH2C(CH3) 2C≡CCH(CH3) 2
C)   (CH3CH2) 2C(CH3) C≡CCH2CH3
D)   CH3CH2C(CH3) 2C≡CC(CH3) 3
E)   CH3CH2CH2CH(CH3) C≡CC(CH3) 3F) A) and B)
G) A) and C)

Question 13

What are the expected major products of the reaction sequence shown below?

Accepted Answer

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

Question 14

Select the expected major product(s)  from the treatment of 1-pentyne with 1 equivalent of Br2.

Accepted Answer

A)   1,1-dibromo-1-pentene
B)   (
E)  -1,2-dibromo-1-pentene
C)   (Z) -1-bromo-1-pentene
D)   A and B
E)   B and CF) A) and E)
G) B) and E)

Question 15

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

Accepted Answer

A)   I
B)   II
C)   III
D)   IV
E)   VF) B) and E)
G) B) and C)

Question 16

For the molecule below, known as 2-pentyne, which of the following describes the orbital overlap of the C2-C3 sigma bond? 2-sp2 C)  sp3-sp3 D)  p-p E)  sp3-sp" class="answers-bank-image d-inline" rel="preload" >

Accepted Answer

A)   sp-sp
B)   sp2-sp2
C)   sp3-sp3
D)   p-p
E)   sp3-spF) A) and B)
G) A) and C)

Question 17

What is the expected major final product of the reaction sequence shown below?

Accepted Answer

A)   I
B)   II
C)   III
D)   IV
E)   VF) B) and C)
G) A) and E)

Question 18

Provide the IUPAC name for the following compound:

Accepted Answer

4,4-dimeth...

Question 19

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)   VF) B) and D)
G) B) and E)

Question 20

Rank the following carbanions in order of increasing base strength.

Accepted Answer

A)   I 
B)   II 
C)   III 
D)   III 
E)   II < I < IIIF) A) and D)
G) None of the above

Exam 10: Alkynes

Provide the IUPAC name for the following compound:

Correct Answerverified4,4-dimeth...View AnswerShow Answer

What is the expected major final product of the reaction sequence shown below?

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What is the expected major final product of the reaction sequence shown below?

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Which of the following is the structure for 2,5,5?trimethylhept?3?yne?

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Rank the following carbanions in order of increasing base strength.

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What is the IUPAC name for the molecule shown below?

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

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Provide the IUPAC name for the following compound:

Correct Answerverified(3E,5S)-5-fluoro-2-m...View AnswerShow Answer

Select the expected major product(s) from the treatment of 1-pentyne with 1 equivalent of Br2.

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What is the IUPAC name for the molecule shown below?

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What are the expected major products of the reaction sequence shown below?

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

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What is the major product of the reaction shown below?

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Provide the IUPAC name for Cl3CCH2CH2CH2C≡CH.

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Complete hydrogenation of a mixture of 1-octyne, 2-octyne, and 3-octyne, in the presence of a palladium catalyst, would produce how many distinct eight-carbon hydrocarbon products?

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Which of the following is the acceptable structure for (R) -5-bromohept-2-yne?

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For the molecule below, known as 2-pentyne, which of the following describes the orbital overlap of the C2-C3 sigma bond?

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Select the best reagent expected to convert 3-heptyne to cis-3-heptene.

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

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

Correct AnswerverifiedShow Answer

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4,4-dimeth...
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(3E,5S)-5-fluoro-2-m...
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Select the expected major product(s) from the treatment of 1-pentyne with 1 equivalent of Br₂.

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Provide the IUPAC name for Cl₃CCH₂CH₂CH₂C≡CH.

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