Question 1

What is the IUPAC name for the following compound?

Accepted Answer

A)  1,2-Dimethylcyclohexene
B)  2,3-Dimethylcyclohexene
C)  1,6-Dimethylcyclohexene
D)  1,2-Dimethyl-3-cyclohexeneE) A) and B)
F) None of the above

Question 2

In which of the following alkene addition reactions will carbocation rearrangements occur?

Accepted Answer

A)  Addition of Br2 and H2O
B)  Addition of Br2
C)  Addition of Cl2 and H2O
D)  Addition of H2O in the presence of H2SO4E) B) and D)
F) B) and C)

Question 3

What is the IUPAC name of the following compound?

Accepted Answer

A)  (E,R) -4-bromo-4-hexen-2-ol
B)  (Z,R) -4-bromo-4-hexen-2-ol
C)  (E,S) -4-bromo-4-hexen-2-ol
D)  (Z,S) -4-bromo-4-hexen-2-olE) A) and D)
F) A) and C)

Question 4

Rank the carbocation in order of increasing stability,putting the least stable first.

Accepted Answer

A)  III 
B)  III 
C)  I 
D)  I < III < IIE) B) and C)
F) B) and D)

Question 5

Markovnikov addition of HBr to CH3CH=CH2 involves which of the following?

Accepted Answer

A)  Initial attack by bromide anion (Br-) .
B)  Initial attack by bromine radical (Br•) .
C)  Formation of a primary carbocation.
D)  Formation of a secondary carbocation.E) C) and D)
F) A) and D)

Question 6

Which of the following statements about alkenes is true?

Accepted Answer

A)  Alkenes react with nucleophiles and bases.
B)  Alkenes contain double bonds from two sp-hybridized carbon atoms.
C)  In the reactions of alkenes,the  bond is not always broken.
D)  Alkenes react with electrophiles.E) A) and B)
F) A) and C)

Question 7

What is the common name of the following compound?

Accepted Answer

A)  2-Vinylcyclohexene
B)  2-Allylcyclohexene
C)  1-Allylcyclohexene
D)  1-VinylcyclohexeneE) B) and D)
F) B) and C)

Question 8

What is the major product obtained from the following reaction (assume enantiomer is also formed) ?

Accepted Answer

A)  I
B)  II
C)  III
D)  IVE) A) and D)
F) C) and D)

Question 9

Which of the following alkenes will undergo a carbocation rearrangement when reacting with H2O in the presence of a small amount of H2SO4? 2O in the presence of a small amount of H2SO4?   A) Only I and II B) Only I and III C) Only II and III D) I,II,and III" class="answers-bank-image d-inline" rel="preload" >

Accepted Answer

A)  Only I and II
B)  Only I and III
C)  Only II and III
D)  I,II,and IIIE) None of the above
F) A) and B)

Question 10

What is the major product of the following reaction?

Accepted Answer

A)  I
B)  II
C)  III
D)  IVE) B) and C)
F) A) and D)

Question 11

Which of the following statements about the stereochemistry of electrophilic addition of HX to alkenes is true?

Accepted Answer

A)  Achiral starting materials yield an unequal mixture of two enantiomers.
B)  Hydrohalogenation occurs with syn stereochemistry only.
C)  Hydrohalogenation occurs with anti stereochemistry only.
D)  Hydrohalogenation occurs with syn and anti addition of HX.E) All of the above
F) B) and C)

Question 12

Which of the following statements about hydroboration/oxidation of alkenes is true?

Accepted Answer

A)  In hydroboration,the boron atom bonds to the more substituted carbon.
B)  Hydroboration occurs with anti addition.
C)  Oxidation occurs with retention of configuration.
D)  9-BBN does not undergo hydroboration in the same manner as BH3.E) C) and D)
F) None of the above

Question 13

Predict the major product(s) of the following reaction.

Accepted Answer

A)  Only I and II
B)  Only II and IV
C)  Only II and III
D)  Only I and IVE) A) and C)
F) A) and B)

Question 14

Rank the following compounds in order of decreasing stability,putting the most stable first.  II > III B) II > I > III C) III > II > I D) III > I > II" class="answers-bank-image d-inline" rel="preload" >

Accepted Answer

A)  I > II > III
B)  II > I > III
C)  III > II > I
D)  III > I > IIE) A) and B)
F) A) and C)

Question 15

Predict the product of the following reaction,ignoring stereochemistry.

Accepted Answer

A)  I
B)  II
C)  III
D)  IVE) B) and C)
F) A) and D)

Question 16

Predict the product(s) of the following reaction.

Accepted Answer

A)  Only I and II
B)  Only I and III
C)  Only II and III
D)  Only III and IVE) A) and D)
F) A) and C)

Question 17

What is (are) the missing reagent(s) in the following reaction? 2/CCl4 B) NBS,DMSO/H2O C) [1] Br2; [2] H2O D) [1] BH3; [2] H2O2/HO-" class="answers-bank-image d-inline" rel="preload" >

Accepted Answer

A)  Br2/CCl4
B)  NBS,DMSO/H2O
C)  [1] Br2; [2] H2O
D)  [1] BH3; [2] H2O2/HO-E) B) and C)
F) C) and D)

Question 18

Which of the following alkenes is an E alkene?

Accepted Answer

A)  I
B)  II
C)  III
D)  IVE) A) and B)
F) A) and C)

Question 19

What is (are) the major product(s) obtained from the following reaction?

Accepted Answer

A)  Only I
B)  Only II
C)  Only III
D)  Only I and IIE) A) and B)
F) A) and D)

Question 20

Label each C-C double bond in Kavain,a naturally occurring relaxant,as E or Z.

Accepted Answer

A)  I = Z and II = Z
B)  I = Z and II = E
C)  I = E and II = E
D)  I = E and II = ZE) A) and B)
F) A) and C)

Exam 10: Alkenes and Addition Reactions

What is the IUPAC name of the following compound?

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Rank the following compounds in order of decreasing stability,putting the most stable first.

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Which of the following statements about hydroboration/oxidation of alkenes is true?

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What is the major product of the following reaction?

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Which of the following alkenes will undergo a carbocation rearrangement when reacting with H2O in the presence of a small amount of H2SO4?

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Label each C-C double bond in Kavain,a naturally occurring relaxant,as E or Z.

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Predict the product of the following reaction,ignoring stereochemistry.

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Predict the major product(s) of the following reaction.

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In which of the following alkene addition reactions will carbocation rearrangements occur?

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Markovnikov addition of HBr to CH3CH=CH2 involves which of the following?

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What is the IUPAC name for the following compound?

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What is (are) the missing reagent(s) in the following reaction?

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Which of the following alkenes is an E alkene?

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What is (are) the major product(s) obtained from the following reaction?

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Rank the carbocation in order of increasing stability,putting the least stable first.

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Which of the following statements about the stereochemistry of electrophilic addition of HX to alkenes is true?

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Which of the following statements about alkenes is true?

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What is the major product obtained from the following reaction (assume enantiomer is also formed) ?

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Predict the product(s) of the following reaction.

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What is the common name of the following compound?

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Which of the following alkenes will undergo a carbocation rearrangement when reacting with H₂O in the presence of a small amount of H₂SO₄?

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Markovnikov addition of HBr to CH₃CH=CH₂ involves which of the following?

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