Give one reason why benzaldehyde does not undergo reaction with fehling's reagent
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The rate-limiting step of the Fehling’s test reaction with aldehydes is the formation of the corresponding enolate:
The subsequent reaction of the enolate with copper(II) proceeds through a single electron transfer mechanism.
Aldehydes that lack alpha hydrogens, such as benzaldehyde or pivalaldehyde (2,2-dimethylpropanal) cannot form an enolate and thus do not give a positive Fehling’s test result under usual conditions.
The subsequent reaction of the enolate with copper(II) proceeds through a single electron transfer mechanism.
Aldehydes that lack alpha hydrogens, such as benzaldehyde or pivalaldehyde (2,2-dimethylpropanal) cannot form an enolate and thus do not give a positive Fehling’s test result under usual conditions.
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Answered by
1
The rate-limiting step of the Fehling’s test reaction with aldehydes is the formation of the corresponding enolate:
^^^^
The subsequent reaction of the enolate with copper(II) proceeds through a single electron transfer mechanism.
Aldehydes that lack alpha hydrogens, such as benzaldehyde or pivalaldehyde (2,2-dimethylpropanal) cannot form an enolate and thus do not give a positive Fehling’s test result under usual conditions.
^^^^
The subsequent reaction of the enolate with copper(II) proceeds through a single electron transfer mechanism.
Aldehydes that lack alpha hydrogens, such as benzaldehyde or pivalaldehyde (2,2-dimethylpropanal) cannot form an enolate and thus do not give a positive Fehling’s test result under usual conditions.
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