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Question

Conversion of esters to aldehydes can be accomplished by:

A
Stephen reduction
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B
Rosenmund reduction
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C
Reduction with lithium aluminium hydride
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D
Reduction with diisobutyl aluminium hydride
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Solution

The correct option is A Reduction with diisobutyl aluminium hydride
Conversion of esters to aldehydes can be accomplished by reduction with diisobutyl aluminium hydride.
CH3(CH2)9O||COC2H5DIBALHH2OCH3(CH2)9CHO.
Conversion of esters to alcohols can be accomplished by reduction with lithium aluminium hydride.
Stephen reduction involves the preparation of aldehydes. Nitriles react with anhydrous stannous chloride in presence of dry hydrogen chloride gas followed by their hydrolysis to form aldehydes.
Rosenmund reduction is the catalytic hydrogenation of acid chlorides to aldehydes.
Diisobutyl aluminium hydride is used to reduce αβunsaturated esters to the corresponding allylic alcohols.

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