Question 1

Addition reactions of alkenes are characterized by _________.

Accepted Answer

A)   formation of a π bond
B)   addition of two groups across a double bond
C)   breaking of a π bond
D)   A and B
E)   B and CF) A) and B)
G) B) and C)

Question 2

Which of the molecules below are enantiomers formed as products upon reaction of HBr with 4-methylpent-1-ene?

Accepted Answer

A)   I and II
B)   II and III
C)   III and IV
D)   I and III
E)   II and IVF) None of the above
G) A) and D)

Question 3

Give the expected major product of the following reaction.

Accepted Answer

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

Question 4

What is the expected major product of the following reaction sequence?

Accepted Answer

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

Question 5

What product is formed when trans-1,2-dimethylcyclohexane is reacted with Pd/C and H2?

Accepted Answer

A)   No reaction
B)   cis-1,2-dimethylcyclohexane
C)   trans-3,4-dimethylhexane
D)   trans-1,2-dimethylhexane
E)   None of the aboveF) B) and C)
G) A) and E)

Question 6

Which of the alkenes below would be expected to produce at least one chirality center upon hydrohalogenation in the presence of peroxide?

Accepted Answer

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

Question 7

In the addition reaction of HI to 2-methyl-2-butene, what is the first step?

Accepted Answer

A)   attack of 2-methyl-2-butene initiated by an iodide ion
B)   attack of 2-methyl-2-butene initiated by an iodine atom
C)   isomerization of 2-iodo-2-methylbutene
D)   formation of a carbocation at carbon two (C-2) 
E)   formation of carbocation at carbon three (C-3) F) C) and D)
G) B) and C)

Question 8

What is the expected major product upon reaction of 1-pentene with Cl2?

Accepted Answer

A)   1-chloropentane
B)   2-chloropentane
C)   1,1-dichloropentane
D)   2,2-dichloropentane
E)   1,2-dichloropentaneF) B) and E)
G) All of the above

Question 9

Any proper mechanism of hydroboration-oxidation must explain the observed _________ addition of the H and OH to the alkene as well as the _____________ regiochemistry.

Accepted Answer

syn, anti-...

Question 10

Which of the following carbocations is (are)  likely to undergo rearrangement through a hydride shift?

Accepted Answer

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

Question 11

In conducting the catalytic hydrogenation of an alkene, which catalyst listed is most likely soluble in the reaction medium?

Accepted Answer

A)   Ni
B)   Pt
C)   Pd
D)   Wilkinson's catalyst
E)   All of the above are solubleF) A) and E)
G) A) and D)

Question 12

What is the expected major product for the following reaction?

Accepted Answer

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

Question 13

What is the expected major product for the following reaction?

Accepted Answer

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

Question 14

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

Accepted Answer

A)   I
B)   II
C)   III
D)   IV
E)   VF) None of the above
G) B) and E)

Question 15

The three compounds below can form a carbocation under aqueous acidic conditions. Which ones will form the same carbocation?

Accepted Answer

A)   I and II
B)   I and III
C)   II and III
D)   All three will form the same carbocationE) None of the above
F) All of the above

Question 16

Which of the following carbocations is (are)  likely to undergo rearrangement through a methyl shift?

Accepted Answer

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

Question 17

What is the major product of the reaction below?

Accepted Answer

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

Question 18

Treatment of 1,2-dimethylcyclopentene with OsO4, followed by aqueous NaHSO3, produces which of the following? 4, followed by aqueous NaHSO3, produces which of the following?   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)   VF) C) and D)
G) D) and E)

Question 19

Which reaction intermediate is formed when 4?methylcyclohexene reacts with Br2 dissolved in CCl4? 2 dissolved in CCl4?   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)   VF) A) and E)
G) None of the above

Question 20

Provide the structure(s) of the expected major organic product(s) generated upon completion of the following reaction scheme.

Accepted Answer

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

Exam 8: Addition Reactions of Alkenes

What product is formed when trans-1,2-dimethylcyclohexane is reacted with Pd/C and H2?

Correct AnswerverifiedShow Answer

What is the expected major product for the following reaction?

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Provide the structure(s) of the expected major organic product(s) generated upon completion of the following reaction scheme.

Correct AnswerverifiedShow Answer

Any proper mechanism of hydroboration-oxidation must explain the observed _________ addition of the H and OH to the alkene as well as the _____________ regiochemistry.

Correct Answerverifiedsyn, anti-...View AnswerShow Answer

Which reaction intermediate is formed when 4?methylcyclohexene reacts with Br2 dissolved in CCl4?

Correct AnswerverifiedShow Answer

Treatment of 1,2-dimethylcyclopentene with OsO4, followed by aqueous NaHSO3, produces which of the following?

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Give the expected major product of the following reaction.

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What is the major product of the reaction below?

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Which of the molecules below are enantiomers formed as products upon reaction of HBr with 4-methylpent-1-ene?

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Which of the alkenes below would be expected to produce at least one chirality center upon hydrohalogenation in the presence of peroxide?

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

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The three compounds below can form a carbocation under aqueous acidic conditions. Which ones will form the same carbocation?

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Which of the following carbocations is (are) likely to undergo rearrangement through a hydride shift?

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Which of the following carbocations is (are) likely to undergo rearrangement through a methyl shift?

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In the addition reaction of HI to 2-methyl-2-butene, what is the first step?

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Addition reactions of alkenes are characterized by _________.

Correct AnswerverifiedShow Answer

What is the expected major product of the following reaction sequence?

Correct AnswerverifiedShow Answer

What is the expected major product for the following reaction?

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What is the expected major product upon reaction of 1-pentene with Cl2?

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In conducting the catalytic hydrogenation of an alkene, which catalyst listed is most likely soluble in the reaction medium?

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What product is formed when trans-1,2-dimethylcyclohexane is reacted with Pd/C and H₂?

Correct Answer
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Any proper mechanism of hydroboration-oxidation must explain the observed _ addition of the H and OH to the alkene as well as the _____ regiochemistry.

Correct Answer
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syn, anti-...
View Answer

Which reaction intermediate is formed when 4?methylcyclohexene reacts with Br₂ dissolved in CCl₄?

Correct Answer
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Treatment of 1,2-dimethylcyclopentene with OsO₄, followed by aqueous NaHSO₃, produces which of the following?

Correct Answer
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What is the expected major product upon reaction of 1-pentene with Cl₂?

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