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Chapter 8: Q.18 (page 317)

Draw the major E2 elimination products from each of the following alkyl halides.

a.

b.

Short Answer

Expert verified

The major E2 products from the alkyl halides are shown below:

Step by step solution

01

Types of different β hydrogens

The different types of 尾hydrogens give different types of products.

Representation of beta Hydrogens

02

Anti-periplanar position

The leaving group and 尾hydrogen must be trans to each other(anti-periplanar position). The elimination reaction will take place in those where anti-periplanar orientation is maintained.

Representation of anti-periplanar orientation

03

Elimination products

Hence, the major E2 products from the alkyl halides are shown below:

Elimination product from a

By maintaining the anti-periplanar geometry, only one possible product is obtained.

Elimination product from b

Only one possible product is obtained while maintaining the anti-periplanar geometry.

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Most popular questions from this chapter

Draw the structure of a dihalide that could be used to prepare each alkyne. There may be more than one possible dihalide.

a.

b.

c.

Explain why cis-1-chloro-2-methylcyclohexane undergoes E2 elimination much faster than its trans isomer.

Draw an E1 mechanism for the following reaction. Draw the structure of the transition state for each step.

How does each of the following changes affect the rate of an E1 reaction?

a. doubling [RX]

b. doubling [B:]

c. changing the halide from (CH3)3CBrto CH3CH2CH2Br

d. changing the leaving group from Cl鈥�toBr鈥�

e. changing the solvent from DMSO to CH3OH

Draw the alkynes formed when each dihalide is treated with excess base.

a.

b.

c.

d.
See all solutions

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