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Which is more highly regioselective the addition of HCl to methylenecyclohexane or to 1-methylcyclohexene? Explain.

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Addition to methylenecyclohexane is more...

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Which of the following carbocations is likely to rearrange? Which of the following carbocations is likely to rearrange? A) I B) II C) III D) IV E) II and IV


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

F) A) and E)
G) B) and E)

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Show all the stereoisomeric products of the following reaction. Show all the stereoisomeric products of the following reaction.

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Provide the major organic product(s)in the reaction below. Provide the major organic product(s)in the reaction below.

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Which of the following compounds will react most rapidly with HCl?


A) 5-methyl-1-hexene
B) 4-methyl-1-hexene
C) (E) -5-methyl-2-hexene
D) (E) -2-methyl-3-hexene
E) 2-methyl-2-hexene

F) A) and E)
G) C) and D)

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Provide the structure of the major organic product of the following reaction. Provide the structure of the major organic product of the following reaction.

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Draw the major organic product generated in the reaction below. Draw the major organic product generated in the reaction below.

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Draw the product. Draw the product.

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Complete the following tree of reactions by giving the major products: Complete the following tree of reactions by giving the major products:

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Give the product for the reaction that occurs when 1-pentene is treated with Cl2.


A) 1-chloropentane
B) 2-chloropentane
C) 1,1-dichloropentane
D) 2,2-dichloropentane
E) 1,2-dichloropentane

F) B) and C)
G) All of the above

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Draw the structure of the major product of the reaction below. Draw the structure of the major product of the reaction below.

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Complete the following reaction and provide a detailed,step-by-step mechanism for the process. Complete the following reaction and provide a detailed,step-by-step mechanism for the process.

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Provide the structure of the major organic product in the reaction below. Provide the structure of the major organic product in the reaction below.

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Complete the following reaction and provide a detailed,step-by-step mechanism for the process. Complete the following reaction and provide a detailed,step-by-step mechanism for the process.

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Which of the following alkenes reacts with HCl at the slowest rate?


A) Which of the following alkenes reacts with HCl at the slowest rate? A) B) C) D) E)
B) Which of the following alkenes reacts with HCl at the slowest rate? A) B) C) D) E)
C) Which of the following alkenes reacts with HCl at the slowest rate? A) B) C) D) E)
D) Which of the following alkenes reacts with HCl at the slowest rate? A) B) C) D) E)
E) Which of the following alkenes reacts with HCl at the slowest rate? A) B) C) D) E)

F) B) and E)
G) A) and B)

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Draw the major organic product generated in the reaction below. Draw the major organic product generated in the reaction below.

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Hydrogenation of the following compound generates Hydrogenation of the following compound generates A) constitutional isomers. B) identical compounds. C) enantiomers. D) diastereomers. E) meso compounds.


A) constitutional isomers.
B) identical compounds.
C) enantiomers.
D) diastereomers.
E) meso compounds.

F) A) and D)
G) C) and D)

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Give the intermediate for the halohydrin reaction.


A) a halonium ion
B) the most stable carbocation with OH on the adjacent carbon
C) the most stable carbocation with X on the adjacent carbon
D) a cyclic oxonium ion
E) the most stable carbanion

F) C) and E)
G) B) and E)

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Identify the true statements in the mechanism in the addition of water to an alkene.


A) The addition of the electrophile is a slow step.
B) The addition of the nucleophile is a fast step.
C) A carbocation is formed as an intermediate.
D) Water abstracts the extra proton from the protonated alcohol.
E) all of the above

F) C) and D)
G) A) and E)

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Provide the major organic product(s)in the reaction below. Provide the major organic product(s)in the reaction below.

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