Question Details

The product formed in the following chemical reaction is :

Options

A

B

C

D

Correct Answer :

Option 4

Solution :

Correct Answer: Option 4

To determine the product of the given chemical reaction, we analyze the structure of the starting reactant and the function of the reagents involved.

1. Analysis of the Reactant:
The starting material shown in the image is a cyclohexanone derivative containing two different carbonyl-containing functional groups:
- A cyclic ketone group (

C=O

) at position 1 of the ring.
- An ester side chain (

-CH2-CO-OCH3

) at position 2 of the ring.
- A methyl group (

-CH3

) at position 3 of the ring.

2. Reagent Selective Reduction:
The reaction uses sodium borohydride (

NaBH4

) in ethanol (

C2H5OH

) as the reducing agent.
-

NaBH4

is a mild, selective reducing agent.
- It readily reduces aldehydes and ketones to their corresponding primary and secondary alcohols.
- Under standard conditions,

NaBH4

is not strong enough to reduce esters, carboxylic acids, or amides because the carbonyl carbon in these groups is less electrophilic due to resonance donation from the adjacent heteroatom (oxygen or nitrogen).

3. Formation of the Product:
- The ketone group on the cyclohexane ring is reduced to a secondary alcohol (

-OH

).
- The ester side chain (

-CH2-CO-OCH3

) remains completely intact and unaffected.
- The methyl group (

-CH3

) remains unchanged.

Comparing this outcome with the choices, the structure where the ring ketone is reduced to a hydroxyl group (

-OH

) while keeping the ester side chain intact matches the structure shown in Option 4.

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