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Chapter 18: Q70E (page 594)

Predict the product(s) if the starting materials below underwent a Claisen rearrangement. Draw arrows to illustrate the rearrangement of electrons.

(a)

(b)

(c)

Short Answer

Expert verified

The answer is

(a)

(b)

(c)

Step by step solution

01

Claisen rearrangement

The Claisen rearrangement is a reaction of unsaturated compounds that takes place in the presence of heat. It is also called the (3,3) rearrangement.

02

Subpart (a)

The product of the reaction is shown below.

Reaction (a)

The reaction involves the rearrangement of electrons in presence of heat to give an unsaturated cyclic ketone.

03

Subpart (b)

The product of the reaction is shown below.

Reaction (b)

In this reaction, rearrangement gives an unsaturated aldehyde containing Deuterium.

04

Subpart (c)

The product of the reaction is shown below.

Reaction (c)

The reaction involves the rearrangement of the reactant to give a cyclic unsaturated ketone.

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