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Chapter 9: Q29P (page 421)

Propose a mechanism for the following reaction:

Short Answer

Expert verified

1. It is a two step reaction.

2. In this carbocation is formed.

3. In this negative ion will attack from the side where there is less number of bulkier groups.

4. As the carbocation intermediate is formed so the stability order 3° carbocation>2° carbocation>1° carbocation

Step by step solution

01

How SN1 reaction proceed

1. It is a two step reaction.

2. In this carbocation is formed.

3. In this negative ion will attack from the side where there is less number of bulkier groups.

4. As the carbocation intermediate is formed so the stability order 3° carbocation>2° carbocation>1° carbocation

02

Final answer

In this both alkyl and methyl shift takes place.

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Most popular questions from this chapter

a. Identify the substitution products that form when 2-bromo-2-methylpropane is dissolved in a mixture of 80% ethanol and 20% water.

b. Explain why the same products are obtained when 2-chloro-2-methylpropane is dissolved in a mixture of 80% ethanol and 20% water.

Rank the following from most reactive to least reactive in an E2reaction:

a. Indicate how each of the following factors affects an E1 reaction:

1. The strength of the base

2. The concentration of the base

3. The solvent

b. Indicate how each of the same factors affects an E2 reaction.

What product is obtained when the following compound undergoes two successive elimination reactions?

What is the product of the reaction of bromoethane with each of the following nucleophiles?
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