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Chapter 18: Q.10P (page 577)

What product would you expect from Claisen rearrangement of 2-butenyl phenyl ether?

Short Answer

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Answer

The product expected from Claisen rearrangement of 2-butenyl phenyl ether is,

Step by step solution

01

Step-by-Step SolutionStep 1: Claisen rearrangement

In Claisen rearrangement, new C-C bonds are formed by Claisen [3,3], and after re-aromatization, phenol product is formed.

02

Formation of TS and intermediate

A transition state with new C-C bonds formation and intermediate with enone formation forms.

03

The product expected from Claisen rearrangement of 2-Butenyl phenyl ether

In rearrangement, the ether with the groups is drawn and positioned so that they will appear in the product. The six bonds can either be broken or formed in the product and are shown by dash lines in the transition state. The bonds are redrawn at the intermediate enone, which is again rearranged to form a more stable phenol.

Claisen rearrangement of 2-Butenyl phenyl ether

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Most popular questions from this chapter

Name the following ethers:

a)

Write the mechanism of the acid-induced cleavage of tert-butyl cyclohexyl ether to yield cyclohexanol and 2-methylpropene.

Predict the product(s) and provide the mechanism for each reaction below. What do the mechanisms have in common?

a.

b.

c.

d.

Imagine that you have created (2R, 3R)-2,3-epoxy-3-methylpentane with aqueous acid to carry out a ring opening reaction.

  1. Draw the epoxide showing stereochemistry.
  2. Draw and name the product showing stereochemistry.
  3. Is the product chiral? Explain.
  4. Is the product optically active? Explain.

Predict the product(s) and provide the mechanism for each two-stepprocess below.
See all solutions

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