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During esterification of carboxylic acid...

During esterification of carboxylic acid with alcohol which bond of carboxylic acid undergoes cleavage?

A

C - C

B

C = O

C

C - O

D

O - H

Text Solution

AI Generated Solution

The correct Answer is:
To determine which bond of the carboxylic acid undergoes cleavage during the esterification process with an alcohol, we can break down the reaction step-by-step. ### Step-by-Step Solution: 1. **Understanding Esterification**: Esterification is a chemical reaction between a carboxylic acid and an alcohol, resulting in the formation of an ester and water. The general reaction can be represented as: \[ \text{RCOOH (carboxylic acid) + R'OH (alcohol) } \rightarrow \text{ RCOOR' (ester) + H2O} \] 2. **Identifying Bonds in Carboxylic Acid**: The structure of a carboxylic acid (RCOOH) contains: - A carbonyl group (C=O) - A hydroxyl group (C-OH) 3. **Mechanism of Esterification**: During the esterification reaction: - The hydroxyl group (C-OH) of the carboxylic acid interacts with the alcohol. - The alcohol's hydroxyl group (R'-OH) donates a proton (H+) to the carbonyl oxygen, making the carbonyl carbon more electrophilic. 4. **Cleavage of Bonds**: In the reaction mechanism: - The bond between the carbon of the carboxylic acid and the hydroxyl group (C-OH) undergoes cleavage. - This results in the formation of the ester (RCOOR') and the release of water (H2O). 5. **Conclusion**: Therefore, the bond that breaks during the esterification of a carboxylic acid with an alcohol is the C-O bond of the hydroxyl group (C-OH) in the carboxylic acid. ### Final Answer: The bond that undergoes cleavage during the esterification of carboxylic acid with alcohol is the C-O bond of the hydroxyl group (C-OH).
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