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Question

Amongst the following compounds, the one that will not respond to Cannizzaro reaction upon treatment with alkali is:

A
Cl3CCHO
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B
Me3CCHO
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C
C6H5CHO
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D
HCHO
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Solution

The correct option is A Cl3CCHO
Trichloroacetaldehyde, Cl3CCHO will not respond to Cannizzaro reaction upon treatment with alkali.
Cl3CCHO formation is the 2nd last step in the haloform reaction mechanism. Hence on treatment with caustic alkali, Cl3CCHO is hydrolysed and does not disproportionate. Cannizzaro reaction is a disproportionation reaction.
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