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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掳 carbocation>2掳 carbocation>1掳 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掳 carbocation>2掳 carbocation>1掳 carbocation

02

Final answer

In this both alkyl and methyl shift takes place.

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Most popular questions from this chapter

Draw the products obtained from the solvolysis of each of the following compounds in ethanol:

Which member of each pair is a better nucleophile in methanol?

a. H2O or HO-

b. NH3 or H2O

c. H2O or H2S

d. HO- or HS-

e. I- or Br-

f. Cl-or Br-

Explain why the following alkyl halide does not undergo a substitution reaction, regardless of the base that is used.

Which alkyl halide is more reactive in an SN2 reaction with a given nucleophile?

For the pairs of compounds in Problem 48, which is more reactive in an SN2 reaction?
See all solutions

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