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Cynohydrin of the following compound on ...

Cynohydrin of the following compound on hydrolysis gives optically active product :

A

HCHO

B

`CH_3CHO`

C

`CH_3COCH_3`

D

All of the above

Text Solution

AI Generated Solution

The correct Answer is:
To solve the problem of determining which cyanohydrin gives an optically active product upon hydrolysis, we will analyze each compound step by step. ### Step 1: Identify the compounds We have three compounds to analyze: 1. Compound A: HC≡O (formaldehyde) 2. Compound B: CH3C≡O (acetaldehyde) 3. Compound C: CH3C≡OCH3 (acetone) ### Step 2: Hydrolysis of Compound A - **Reaction**: HC≡O + H2O (in presence of H+) - **Product**: On hydrolysis, formaldehyde will yield: - H2C(OH)2 (a diol) - **Analysis**: This product has two identical hydrogen atoms attached to the carbon, making it not optically active. ### Step 3: Hydrolysis of Compound B - **Reaction**: CH3C≡O + H2O (in presence of H+) - **Product**: On hydrolysis, acetaldehyde will yield: - CH3C(OH)H (with an OH group and a hydrogen atom) - **Analysis**: The product has four different groups attached to the carbon atom (CH3, OH, H, and the carbon chain), making it optically active. ### Step 4: Hydrolysis of Compound C - **Reaction**: CH3C≡OCH3 + H2O (in presence of H+) - **Product**: On hydrolysis, acetone will yield: - CH3C(OH)(CH3) - **Analysis**: This product has two identical methyl groups (CH3) attached to the carbon, making it not optically active. ### Conclusion From the analysis, we find that only Compound B (acetaldehyde) produces an optically active product upon hydrolysis. ### Final Answer The compound that gives an optically active product on hydrolysis is **Compound B** (CH3C≡O). ---
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