Question 1

Which sequence of reactions is expected to produce the product below as the final, and major, organic product? 2; 2)  H2, Lindlar's cat. B)  1)  H2, Lindlar's cat.; 2)  Br2 C)  1)  Br2; 2)  Na, NH3(l)  D)  1)  Na, NH3(l) ; 2)  Br2 E)  1)  Br2, 2)  H2, Pt" class="answers-bank-image d-inline" rel="preload" >

Accepted Answer

A)   1)  Br2; 2)  H2, Lindlar's cat.
B)   1)  H2, Lindlar's cat.; 2)  Br2
C)   1)  Br2; 2)  Na, NH3(l) 
D)   1)  Na, NH3(l) ; 2)  Br2
E)   1)  Br2, 2)  H2, PtF) A) and C)
G) B) and D)

Question 2

Provide the IUPAC name for the following compound:

Accepted Answer

(S)-2,3,6,6-tetramet...

Question 3

Rank the following acids in order of decreasing acidity.  I > IV > II > III B)  III > IV > II > I > V C)  V > I > III > II > IV D)  I > IV > V > II > III E)  IV > I > V > II > III" class="answers-bank-image d-inline" rel="preload" >

Accepted Answer

A)   V > I > IV > II > III
B)   III > IV > II > I > V
C)   V > I > III > II > IV
D)   I > IV > V > II > III
E)   IV > I > V > II > IIIF) B) and D)
G) A) and D)

Question 4

Which of the following is the structure for 3-sec-butyl-1-heptyne?

Accepted Answer

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

Question 5

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

Accepted Answer

A)   Na/NH3
B)   1 eq. NaNH2, NH3
C)   xs NaNH2, NH3
D)   H2/Pt
E)   H2/Lindlar's catalystF) None of the above
G) A) and B)

Question 6

What is the IUPAC name for the molecule shown below?

Accepted Answer

A)   4-ethyl-2-pentyne
B)   2-ethyl-3-pentyne
C)   3-methyl-4-hexyne
D)   4-methyl-2-hexyne
E)   sec-ButylpropyneF) B) and D)
G) All of the above

Question 7

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)   VF) B) and C)
G) A) and B)

Question 8

Provide the structure(s) of the expected major organic product from the following reaction sequence:

Accepted Answer

The answer of Provide the structure(s) of the expected major...

Question 9

In a dissolving metal reduction of an alkyne, a postulated intermediate is the trans alkenyl radical, shown below. In which orbital type would the unpaired electron be located? 2 C)  sp3 D)  p E)  s" class="answers-bank-image d-inline" rel="preload" >

Accepted Answer

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

Question 10

Select the reagent(s)  expected to accomplish the transformation shown below. 2, Pd B)  H2, Lindlar's catalyst C)  Na, NH3(l)  D)  A or B E)  B or C" class="answers-bank-image d-inline" rel="preload" >

Accepted Answer

A)   H2, Pd
B)   H2, Lindlar's catalyst
C)   Na, NH3(l) 
D)   A or B
E)   B or CF) All of the above
G) None of the above

Question 11

Which of the following statements is true about propyne, H-C≡C-CH3?

Accepted Answer

A)   It contains a total of three sigma bonds.
B)   It contains a total of three pi bonds.
C)   The H-C≡C bond angle is about 109.5°.
D)   The C≡C-C bond angle is 180°.
E)   All carbon-carbon bonds are of equal length.F) C) and D)
G) B) and D)

Question 12

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

Accepted Answer

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

Question 13

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

Accepted Answer

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

Question 14

Which of the bases below would result in the most complete deprotonation of the alkyne, shown in the reaction below? 2CH3 (sodium ethoxide)  B)  t-BuONa (sodium tert-butoxide)  C)  NaH (sodium hydride)  D)  NaHCO3 (sodium bicarbonate)  E)  NaOH (sodium hydroxide) " class="answers-bank-image d-inline" rel="preload" >

Accepted Answer

A)   NaOCH2CH3 (sodium ethoxide) 
B)   t-BuONa (sodium tert-butoxide) 
C)   NaH (sodium hydride) 
D)   NaHCO3 (sodium bicarbonate) 
E)   NaOH (sodium hydroxide) F) B) and D)
G) B) and E)

Question 15

Provide the reagent(s) expected to accomplish the transformation shown below:

Accepted Answer

The answer of Provide the reagent(s) expected to accomplish the...

Question 16

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-hexeneF) A) and B)
G) A) and C)

Question 17

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

Accepted Answer

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

Question 18

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)   VF) B) and E)
G) A) and E)

Question 19

In an acid-catalyzed hydration, which of the following alkynes gives a single ketone?

Accepted Answer

A)   2-pentyne
B)   2-hexyne
C)   2-heptyne
D)   3-hexyne
E)   3-heptyneF) B) and E)
G) B) and C)

Question 20

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

Accepted Answer

Exam 10: Alkynes

Provide the IUPAC name for the following compound:

Correct Answerverified(S)-2,3,6,6-tetramet...View AnswerShow Answer

In a dissolving metal reduction of an alkyne, a postulated intermediate is the trans alkenyl radical, shown below. In which orbital type would the unpaired electron be located?

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

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Provide the reagent(s) expected to accomplish the transformation shown below:

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

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

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Select the reagent(s) expected to accomplish the transformation shown below.

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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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Rank the following acids in order of decreasing acidity.

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In an acid-catalyzed hydration, which of the following alkynes gives a single ketone?

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

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

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

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Which of the bases below would result in the most complete deprotonation of the alkyne, shown in the reaction below?

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Provide the structure(s) of the expected major organic product from the following reaction sequence:

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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 the molecule shown below?

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Which of the following statements is true about propyne, H-C≡C-CH3?

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

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Which of the following is the structure for 3-sec-butyl-1-heptyne?

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(S)-2,3,6,6-tetramet...
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Draw all constitutional isomers of the molecular formula C₆H₁₀ that are internal alkynes.

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Which of the following statements is true about propyne, H-C≡C-CH₃?

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