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Chapter 24: Q.35. (page 962)

Question: What dicarbonyl compound is needed to prepare each compound by an intramolecular aldol reaction?

Short Answer

Expert verified

Answer

Step by step solution

01

Detect the α and β carbons

The 伪and尾 carbon bond is cleaved to open the ring.

02

Addition to the α and β-carbons

Upon cleavage, the 伪-carbon is added with a hydrogen atom. However, the 尾-carbon is converted into a carbonyl group(C=O) , and the tetravalency of the carbon is satisfied with the hydrogen atom.

03

Product of the given reaction

a. The starting materials of the product are detected hereunder.

Starting materials of a.

b. The starting materials of the product are detected hereunder.

Starting materials of b.


c. The starting materials of the product are detected hereunder.

Starting materials of c.

d. The starting materials of the product are detected hereunder.

Starting materials of d.

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Most popular questions from this chapter

Question: Draw the aldol product formed from each pair of starting materials using OH,H2O.

Question:Draw the product formed from a Michael reaction with the given starting materials usingOEt,EtOH.

Question: Draw a stepwise mechanism for the following reaction. (Hint: Two Michael reactions are needed.)

Question:Even though B contains three ester groups, a single Dieckmann product results when B is treated with NaOCH3in CH3OH, followed by H3O+. Draw the structure and explain why it is the only product formed.

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