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Chapter 24: Q.10. (page 962)

Question: What carbonyl starting materials are needed to prepare each compound using a directed aldol reaction?

Short Answer

Expert verified

Answer

a.

b.

c.

Step by step solution

01

Aldol reaction

An aldol reaction involves the formation of a β-hydroxy carbonyl compound from two carbonyl compounds (aldehyde or ketone).

02

General aldol reaction

A general aldol reaction is given below:

Aldol reaction

03

Carbonyl compounds used to prepare the given compounds

Cleaving the carbon-carbon (C-C) bond between the carbon adjacent to the carbonyl compound and the one connected to the hydroxyl group and replacing the alcohol group with a carbonyl group gives the structure of the starting materials used.

a.

Cleavage of C-C bond in a.

The starting materials required are cyclohexanone and 2-methyl propanal.

b.

Cleavage of C-C bond in b.

The starting materials required are phenylacetaldehyde and ketone.

c.

Cleavage of C-C bond in c.

The starting materials required are 4-heptanone and benzaldehyde.

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Most popular questions from this chapter

Question: 4-Methylpyridine reacts with benzaldehyde (C6H5CHO)in the presence of a base to form A.

(a) Draw a stepwise mechanism for this reaction.

(b) Would you expect 2-methylpyridine or 3-methylpyridine to undergo a similar type of condensation reaction? Explain why or why not.

Question: Propose a stepwise mechanism for the following reaction of a α,β-keto ester. Suggest a reason why this rearrangement reaction occurs.

Question: What steps are needed to convert A to B?

Question: What β-keto ester is formed when each ester is used in a Claisen reaction?

Question: Draw the aldol product formed from each compound.
See all solutions

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