Question

An aldehyde which undergoes Cannizzaro's reaction and reduces Schiff's reagent but not reduce Fehling's solution is

A

CH3CHO

B

HCHO

C

C6H5CHO

D

CH3CH2CHO​

Answer 1

Answer:

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Answer 2

An aldehyde that undergoes Cannizzaro's reaction and then reduces Schiff's reagent but does not reduce Fehling's solution is C6H5CHO

Explanation for correct answer :

Option (C) C6H5CHO is the correct answer

• Any Aromatic aldehyde for example C6H5CHO cannot reduce Fehling's solution
• These aldehydes give Cannizaro's reaction with alkali.
• In C6H5CHO there is an aldehyde group and it also responds to schiff’s test.
• Here due to the absence of α−hydrogens these aromatic aldehydes give  a positive Cannizzaro’s test but they do not reduce Fehling’s solution.
• Fehling's solution being the oxidizing agent is not as powerful enough to oxidize benzaldehyde to benzoic acid.
• Aromatic aldehydes do not have the capability to reduce Fehling's solution.
• When any aldehyde is treated with Schiff's reagent.it gives a product.
• This product is a colorless solution which turns pink or magenta color
• Thus the aldehyde is oxidized to a carboxylic acid.

Explanation for incorrect answer :

• Option (A) CH3CHO is not the correct answer because ti is an aromatic aldehyde which will show the reactions and not acetaldehyde.
• Option (B) HCHO is not the correct answer because it is an aromatic aldehyde that will show the reactions and not formaldehyde.
• Option (D) CH3CH2CHO​ is not the correct answer because it is an aromatic aldehyde that will show the reactions and not a propionaldehyde