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Chapter 9: Q26P (page 421)

Four alkenes are formed from the E1 reaction of 3-bromo-2,3-dimethylpentane and methoxide ion. Draw the structures of the alkenes and rank them according to the amount that would be formed.

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

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Most popular questions from this chapter

Draw the substitution product formed by each of the following SN2 reactions:

a. trans-1-iodo-4-ethylcyclohexane and methoxide ion

b. cis-1-chloro-3-methylcyclobutane and ethoxide ion

Which of the following reactions take place more rapidly when the concentration of the nucleophile is increased?

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

Draw the major product obtained when each of the following alkyl halides undergoes an E2 reaction:

a. What is the major product obtained when each of the following compounds undergoes an E2 reaction with methoxide ion ? Show the configuration of the product.

b. Does the product obtained depend on whether you start with the R or S enantiomer of the reactant?
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