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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 βhydrogens give different types of products.

Representation of beta Hydrogens

02

Anti-periplanar position

The leaving group and βhydrogen 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 all possible constitutional isomers formed by dehydrohalogenation of each alkyl halide.

a.

b.

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d.

Rank the alkyl halides in each group in order of increasing reactivity in an E2 reaction.

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b.

Which alkene in each pair is more stable?

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

Which double bonds in the following natural products can exhibit stereoisomerism? Nerolidol is isolated from the angel’s trumpet plant, caryophyllene is present in hemp, and humulene comes from hops.

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