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The carbonyl compound producing an optic...

The carbonyl compound producing an optically active product by reaction with `LiAlH_(4)` is

A

propanone

B

butanone

C

3-pentanone

D

benzophenone.

Text Solution

AI Generated Solution

The correct Answer is:
To solve the problem of identifying the carbonyl compound that produces an optically active product when reacted with lithium aluminum hydride (LiAlH₄), we need to analyze each option provided. ### Step-by-Step Solution: 1. **Understanding Optical Activity**: - An optically active compound is one that can rotate plane-polarized light. For a compound to be optically active, it must be chiral, meaning it must have at least one carbon atom bonded to four different groups. 2. **Analyzing Each Option**: - **Option 1: Propanol (CH₃CH₂CHO)**: - When propanal reacts with LiAlH₄, it gets reduced to propanol (CH₃CH₂CH₂OH). - The resulting compound has two identical groups (the two CH₃ groups), making it achiral and thus not optically active. - **Conclusion**: Not optically active. - **Option 2: Butanone (CH₃COCH₂CH₃)**: - When butanone reacts with LiAlH₄, it is reduced to butanol (CH₃CH(OH)CH₂CH₃). - In this product, the carbon atom bonded to the hydroxyl group (OH) has four different groups attached to it (CH₃, CH₂CH₃, OH, and H), making it chiral. - **Conclusion**: Optically active. - **Option 3: 3-Pentanone (CH₃COCH₂CH₂CH₃)**: - When 3-pentanone reacts with LiAlH₄, it is reduced to 3-pentanol (CH₃CH(OH)CH₂CH₂CH₃). - The carbon atom bonded to the hydroxyl group in 3-pentanol has two identical groups (the two CH₂CH₃ groups), making it achiral. - **Conclusion**: Not optically active. - **Option 4: Benzophenone (C₆H₅COC₆H₅)**: - When benzophenone reacts with LiAlH₄, it is reduced to diphenylmethanol (C₆H₅C(OH)C₆H₅). - The carbon atom bonded to the hydroxyl group has two identical phenyl groups (C₆H₅), making it achiral. - **Conclusion**: Not optically active. 3. **Final Answer**: - The only compound that produces an optically active product upon reaction with LiAlH₄ is **Butanone**. ### Summary: The carbonyl compound that produces an optically active product by reaction with LiAlH₄ is **Butanone**.
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