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Chapter 8: Q32 P (page 350)

What are the products of the following reactions, assuming that one equivalent of each reagent is used in each reaction? Disregard stereoisomers.

Short Answer

Expert verified

a.

b.

Step by step solution

01

How reaction proceed

a) The chlorine adds so that the positive charge in the resonance contributor is on a secondary allylic carbon and if the chlorine had added to the other double bond the positive charge would be on a primary allylic carbon.

b)The proton adds so that the positive charge in the carbocation by a tertiary allylic and a secondary allylic carbon and if the proton had added to the other double bond the positive charge would be shared by two secondary allylic carbons.

02

Final answer

a)

b)

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Most popular questions from this chapter

a. The following compounds have the same molecular formula as benzene. How many monosubstituted products would each have?

1.HC≡CC≡CCH2CH3 2. CH2≡CHC≡CCH≡CH2

b. How many disubstituted products would each of the preceding compounds have? (Do not include stereoisomers.)

c. How many disubstituted products would each of the compounds have if stereoisomers are included?

The triphenylmethyl cation is so stable that a salt such as triphenylmethyl chloride can be isolated and stored. Why is this carbocation so stable?

While attempting to recrystallize maleic anhydride, a student dissolved it in freshly distilled cyclopentadiene rather than in freshly distilled cyclopentane. Was his recrystallization successful?

a. How could each of the following compounds be prepared from a hydrocarbon in a single step?

b. What other organic compound would be obtained from each synthesis?

What are the products of the following reactions?
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