Q.8.

Question

Question: Draw the products formed in the crossed aldol reaction of phenylacetaldehyde (C6H5CH2CHO) with each compound: (a) CH2(COOEt)2 ; (b) CH2(COCH3)2 ; (c) CH3COCH2CN.

Step-by-Step Solution

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Answer

Answer


a.

b.


c.


1Step 1: Crossed aldol reaction

Aldol reaction carried out using two different (non-identical) carbonyl compounds is referred to as the crossed aldol reaction.

2Step 2: Crossed aldol reaction mechanism

A crossed-aldol reaction is shown below.


Crossed aldol reaction

3Step 3: Products formed in a crossed aldol reaction

a. The reaction of C6H5CH2CHO with CH2COOEt2  is represented below:



Reaction of phenyl acetaldehyde with  CH2COOEt2


b. The reaction of C6H5CH2CHO  with CH2COCH32 is represented below:

Reaction of phenyl acetaldehyde with  CH2COCH32


c. The reaction of C6H5CH2CHO  with CH3COCH2CN  is represented below:

Reaction of phenyl acetaldehyde with CH3COCH2CN