1.

A malonic ester synthesis of a carboxylic acid proceeds by alkylation of the enolate of the malonic ester followed by ester hydrolysis and decarboxylation of the -dicarboxylic acid. Which of the following carboxylic acids is difficult to prepare by this method?

A. PhCH<sub>2</sub>CH<sub>2</sub>CO<sub>2</sub>H
B. (CH<sub>3</sub>)<sub>2</sub>CHO<sub>2</sub>H
C. PhCH<sub>2</sub>CO<sub>2</sub>H
D. <a href="https://www.sanfoundry.com/wp-content/uploads/2018/08/organic-chemistry-questions-answers-enolates-q4.png"><img alt="The following carboxylic acids is difficult to prepare by this method is PhCH2CO2H" class="alignnone size-full wp-image-224654" height="57" src="https://www.sanfoundry.com/wp-content/uploads/2018/08/organic-chemistry-questions-answers-enolates-q4.png" width="139"/></a>
Answer» D. <a href="https://www.sanfoundry.com/wp-content/uploads/2018/08/organic-chemistry-questions-answers-enolates-q4.png"><img alt="The following carboxylic acids is difficult to prepare by this method is PhCH2CO2H" class="alignnone size-full wp-image-224654" height="57" src="https://www.sanfoundry.com/wp-content/uploads/2018/08/organic-chemistry-questions-answers-enolates-q4.png" width="139"/></a>


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