Q20. - Organic Chemistry

Question

Question: Which of the following compounds will readily lose CO₂ when heated?

Step-by-Step Solution

Answer

 

Answers

 

The compounds that readily lose CO₂  when heated are shown below:-

Step 1: Definition of decarboxylation

Decarboxylation is a process of removal of the carbonyl group that in turn removes carbon dioxide from any structure. The process is entropically favorable due to the release of gas.

Step 2: Cause of decarboxylation

Decarboxylation occurs when a carboxylic group (-COOH) is bonded to the - carbon of another carbonyl group or a structure where a $\beta$ -keto acid is present. After the removal of carbon dioxide, the negative charge formed in the adjacent carbonyl group is stabilized by the -I effect of the carbonyl group.

This structure is stabilized by $\alpha$ - carboxylic group to undergo decarboxylation.

Representation of a structure where decarboxylation is not possible.

 

This structure is non-stabilized to undergo decarboxylation. 

This structure is stabilized by  $\beta$-keto to undergo decarboxylation.

Representation of a structure where decarboxylation is not possible.

 

This structure is non-stabilized to undergo decarboxylation. 

 

Hence, based on the explanations, the compounds that readily lose CO₂  when heated are shown below

Molecules that undergo decarboxylation.