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Which of the following gives an alcohol ...

Which of the following gives an alcohol and salt of carboxylic acid when reacted with conc. NaOH .

A

`CH_(3) CHO`

B

`C_(6) H_(5) CHO`

C

`CH_(3) COCH_(3)`

D

`C_(6) H_(5)COCH_(3)`

Text Solution

AI Generated Solution

The correct Answer is:
To solve the question, we need to identify which compound reacts with concentrated NaOH to produce an alcohol and a salt of a carboxylic acid. This reaction is characteristic of the Cannizzaro reaction, which occurs with aldehydes that do not have alpha-hydrogens. ### Step-by-Step Solution: 1. **Understand the Cannizzaro Reaction**: The Cannizzaro reaction is a redox reaction where aldehydes without alpha-hydrogens undergo disproportionation in the presence of a strong base (like concentrated NaOH). One molecule is oxidized to a carboxylic acid, while another is reduced to an alcohol. 2. **Identify the Compounds**: We need to analyze the given options to determine which compound does not have alpha-hydrogens. Alpha-hydrogens are hydrogens attached to the carbon adjacent to the carbonyl (C=O) group. 3. **Check Each Option**: - **Option A**: CH3CHO (Acetaldehyde) - It has 3 alpha-hydrogens (from the CH3 group). - **Conclusion**: This will not undergo the Cannizzaro reaction. - **Option B**: CH3COCH3 (Acetone) - It has 6 alpha-hydrogens (from the two CH3 groups). - **Conclusion**: This will not undergo the Cannizzaro reaction. - **Option C**: C6H5CHO (Benzaldehyde) - It has no alpha-hydrogens since the carbonyl carbon is bonded to a benzene ring and has no adjacent carbon with hydrogens. - **Conclusion**: This can undergo the Cannizzaro reaction. - **Option D**: C6H5COCH3 (Acetophenone) - It has 3 alpha-hydrogens (from the CH3 group). - **Conclusion**: This will not undergo the Cannizzaro reaction. 4. **Final Conclusion**: Since only **Option C (Benzaldehyde)** does not have alpha-hydrogens, it will react with concentrated NaOH to produce an alcohol (benzyl alcohol) and a salt of a carboxylic acid (benzoate salt). ### Answer: **Option C: C6H5CHO (Benzaldehyde)** gives an alcohol and a salt of carboxylic acid when reacted with concentrated NaOH. ---
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