How are reaction between aldehydes and nucleophiles fundamentally different than reaction between acyl chloride and nucleophiles?
A
Aldehydes are readily oxidized by nucleophiles to carboxylic acids.
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B
Acyl chloride have a leaving group, Cl− whereas aldehyde do not.
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C
Aldehydes do not form tetrahedral intermediates with nucleophiles.
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D
Acyl chlorides readily form enol tautomers.
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Solution
The correct option is B Acyl chloride have a leaving group, Cl− whereas aldehyde do not. Cl− is a good leaving group hence acyl chloride undergo nucleophilic substitution reaction but in absence of any leaving group, aldehydes undergo nucleophilic addition reaction .