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Chapter 28: Q27P (page 1238)

Show how the reactant can be converted to the product in two steps.

Short Answer

Expert verified

One or more carbon chains join the carbonyl carbons in the molecule of the cyclic ketone, which is a kind ofketone.

Step by step solution

01

What is acyclic ketone

One or more carbon chains join the carbonyl carbons in the molecule of the cyclic ketone, which is a kind ofketone.

02

Formation of Enol

Particularly while undergoing sigma tropical rearrangement, 1,5 diene often forms:

Formation of enol

03

Formation of acyclic ketone

This enol undergo automerization to a keto form which gives the product

Formation of acyclic ketone

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Most popular questions from this chapter

a. Name the kind of sigmatropic rearrangement that occurs in each of the following reactions.

b. Using arrows, show the electron rearrangement that takes place in each reaction.

Why was a deuterated compound used in the last reaction on the preceding page?

a. Propose a mechanism for the following reaction. (Hint:An electrocyclic reaction is followed by a Diels–Alder reaction.)

b. What would be the product if trans-2-butene were used instead of ethene?

Explain why two different products are formed from disrotatory ring closure of (2E,4Z,6Z)-octatriene, but only one product is formed from disrotatory ring closure of (2E,4Z,6E)-octatriene.

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