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Reduction of methylbenzoate (C(6)H(5)COO...

Reduction of methylbenzoate `(C_(6)H_(5)COOCH_(3))` to benzyl alcohol `(C_(6)HCH_(2)OH)` can be accomplished using

A

`H_(2)//Pd`

B

`LiAIH_(4)`

C

`NaBH_(4)`

D

Zn-Hg/HCl

Text Solution

AI Generated Solution

The correct Answer is:
To solve the reduction of methylbenzoate `(C_(6)H_(5)COOCH_(3))` to benzyl alcohol `(C_(6)H_(5)CH_(2)OH)`, we need to analyze the given reagents and determine which one can effectively carry out this transformation. ### Step-by-Step Solution: 1. **Identify the Reaction Type**: - The transformation from methylbenzoate to benzyl alcohol is a reduction reaction. This means we need a reducing agent that can convert the ester group in methylbenzoate to an alcohol. 2. **Examine the Given Reagents**: - The options provided are: 1. Hydrogen with palladium 2. Lithium aluminium hydride (LiAlH4) 3. Sodium borohydride (NaBH4) 4. Zinc mercury amalgam with HCl 3. **Evaluate Each Reagent**: - **Hydrogen with Palladium**: - This is a common catalyst for hydrogenation reactions, typically used for alkenes and alkynes. It can reduce certain functional groups but is not effective for esters like methylbenzoate. - **Lithium Aluminium Hydride (LiAlH4)**: - This is a strong reducing agent capable of reducing esters, carboxylic acids, and other carbonyl compounds to their corresponding alcohols. It can reduce methylbenzoate to benzyl alcohol effectively. - **Sodium Borohydride (NaBH4)**: - This is a milder reducing agent that can reduce aldehydes and ketones to alcohols, but it is generally not effective for esters. Therefore, it cannot convert methylbenzoate to benzyl alcohol. - **Zinc Mercury Amalgam with HCl**: - This is also a weak reducing agent and is not suitable for reducing esters to alcohols. 4. **Conclusion**: - The only reagent that can effectively reduce methylbenzoate to benzyl alcohol is **Lithium Aluminium Hydride (LiAlH4)**. Therefore, the correct answer is **Lithium Aluminium Hydride**. ### Final Answer: The reduction of methylbenzoate `(C_(6)H_(5)COOCH_(3))` to benzyl alcohol `(C_(6)H_(5)CH_(2)OH)` can be accomplished using **Lithium Aluminium Hydride (LiAlH4)**.
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RESONANCE ENGLISH-REDUCTION, OXIDATION & HYDROLYSIS REACTIONS-Part-II : National Standard Examination in Chemistry
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