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Chapter 8: Q.61 (page 330)

Draw a stepwise, detailed mechanism for the following reaction.

Short Answer

Expert verified

The mechanism for the formation of the substitution and elimination products are shown below:

Step by step solution

01

Types of reactions

Weak bases and weak nucleophiles such as water promote a mixture of both SN1 and E1 reactions.Here water is used, which acts both as a weak base and weak nucleophile. As a result, they give a mixture of both SN1 and E1 reactions.

02

Types of reactions by tertiary halides

Tertiary halides undergo a SN1 and E1 reaction respectively when a weak nucleophile and a weak base are used, such as water which is so observed in this reaction.

03

Similarities in both the reaction pathway

Both SN1 and E1 reactions are two-step processes, and carbocation formation is the rate-determining step.

By considering all the steps, the mechanism for the formation of the substitution and elimination products are shown below:

Representation of the detailed reaction schemes

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Most popular questions from this chapter

Dehydrohalogenation of 1-chloro-1-methyl cyclopropane affords two alkenes (A and B) as products. Explain why A is the major product despite the fact that it contains the less substituted double bond.

Draw all constitutional isomers formed in each E2 reaction and predict the major product using the Zaitsev rule.

a.

b.

c.

d.

Rank the following alkenes in order of increasing stability:

Label each pair of alkenes as constitutional isomers, stereoisomers, or identical.

a.

b.

c.

d.

Does cis-or trans-1-bromo-4-tert-butylcylohexane react faster in an E2 reaction?
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