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Chapter 28: Q42P (page 1239)

Propose a mechanism for the following reaction:

Short Answer

Expert verified

A Claisen rearrangement is a [3,3] sigmatropic rearrangement of an allyl vinyl ether.

It takes place under thermal conditions, it contains the rearrangement of six electrons and makes a six-membered transition state

Step by step solution

01

Step 1:Claisen rearrangement 

A Claisen rearrangement is a [3,3] sigmatropic rearrangement of an allyl vinyl ether.

It takes place under thermal conditions, it contains the rearrangement of six electrons and makes a six-membered transition state

02

Step 2:Cope rearrangement

A Cope rearrangement is a [3,3] sigmatropic rearrangement of a 1,5-diene.

After tautomerization, we will get the final product.

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Most popular questions from this chapter

a. Identify the mode of ring closure for each of the following electrocyclic reactions.

b. Are the indicated hydrogens cis or trans?

If isomer A is heated to about 100 掳C, a mixture of isomers A and B is formed. Explain why there is no trace of isomer C or D.

Draw the product formed when each of the following compounds undergoes an electrocyclic reaction
a. under thermal conditions.
b. under photochemical conditions.

a. Draw the product of the following reaction:


b. If the terminal sp2 carbon of the substituent attached to the benzene ring is labeled with 14C, where will the label be in the product?

Account for the difference in the products of the following reactions:
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