Chapter 11: Q11.73E (page 350)

Propose a structure for an alkyl halide that gives only (E)-3-methyl-2-phenyl-2-pentene on $E_{2}$ elimination. Make sure you indicate the stereochemistry.

Short Answer

Expert verified

Formation of the desired product

Step by step solution

Zaitsev’s rule

According to Zaitsev’s rule, base-induced elimination reactions generally give a more stable alkene product—that is, the alkene with more alkyl substituents on the double-bond carbons.

Structure of alkyl halide

$E_{2}$ -elimination is trans elimination, in which hydrogen and halogen should be in an antiperiplanar position.

The reaction is represented as:

Formation of the desired product

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Propose a structure for an alkyl halide that gives only (E)-3-methyl-2-phenyl-2-pentene on $E_{2}$ elimination. Make sure you indicate the stereochemistry.

Short Answer

Step by step solution

Zaitsev’s rule

Structure of alkyl halide

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Propose a structure for an alkyl halide that gives only (E)-3-methyl-2-phenyl-2-pentene on E2elimination. Make sure you indicate the stereochemistry.

Short Answer

Step by step solution

Zaitsev’s rule

Structure of alkyl halide

One App. One Place for Learning.

Most popular questions from this chapter

Recommended explanations on Chemistry Textbooks

The Earths Atmosphere

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Study anywhere. Anytime. Across all devices.

Propose a structure for an alkyl halide that gives only (E)-3-methyl-2-phenyl-2-pentene on $E_{2}$ elimination. Make sure you indicate the stereochemistry.