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If 2-pentanone is reacted with NaBH(4) f...

If 2-pentanone is reacted with `NaBH_(4)` follwed by hydrolysis with `D_(2)O` the product will be

A

`CH_(3)CH(OD)CH_(2)CH_(2)CH_(3)`

B

`CH_(3)CD(OH)CH_(2)CH_(2)CH_(3)`

C

`CH_(3)CH(OH)CH_(2)CH_(2)CH_(3)`

D

`CH_(3)CD(OD)CH_(2)CH_(2)CH_(3)`

Text Solution

AI Generated Solution

The correct Answer is:
To solve the problem of determining the product when 2-pentanone is reacted with sodium borohydride (NaBH4) followed by hydrolysis with deuterium oxide (D2O), we can follow these steps: ### Step-by-Step Solution: 1. **Identify the Structure of 2-Pentanone**: - The molecular formula of 2-pentanone is C5H10O. Its structure can be represented as: ``` CH3-CO-CH2-CH2-CH3 ``` - Here, the carbonyl group (C=O) is located at the second carbon. 2. **Reaction with Sodium Borohydride (NaBH4)**: - Sodium borohydride is a reducing agent that provides hydride ions (H-) to reduce the carbonyl group of the ketone. - The reduction of 2-pentanone by NaBH4 will convert the carbonyl group (C=O) into a hydroxyl group (C-OH), resulting in the formation of 2-pentanol: ``` CH3-CHOH-CH2-CH2-CH3 ``` 3. **Hydrolysis with Deuterium Oxide (D2O)**: - When 2-pentanol is subjected to hydrolysis using D2O, the hydroxyl group (-OH) will be replaced by a deuterated hydroxyl group (-OD). - The reaction can be represented as follows: ``` CH3-CHOH-CH2-CH2-CH3 + D2O → CH3-CHOD-CH2-CH2-CH3 ``` 4. **Final Product**: - The final product after the reaction with D2O will be: ``` CH3-CH(OD)-CH2-CH2-CH3 ``` - This indicates that at the second carbon, there is a deuterium atom (D) instead of a hydrogen atom (H). 5. **Conclusion**: - The correct product formed from the reaction is: ``` CH3-CH(OD)-CH2-CH2-CH3 ```
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