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NEET CHEMISTRYMedium

CH_3CHO and C_6H_5CH_2CHO can be distinguished by:

A

Benedict test

B

Iodoform test

C

Tollen's reagent test

D

Fehling solution test

Step-by-Step Solution

To distinguish between Acetaldehyde (CH3CHOCH_3CHO) and Phenylacetaldehyde (C6H5CH2CHOC_6H_5CH_2CHO), one must look for a specific structural feature that differentiates them.

  1. Iodoform Test: This reaction is specific for compounds containing the methyl carbonyl group (CH3C=OCH_3-C=O) or a secondary alcohol with a methyl group on the \alpha carbon (CH3CH(OH)CH_3-CH(OH)-).
  • Acetaldehyde (CH3CHOCH_3CHO): Contains the CH3C=OCH_3-C=O group. It reacts with Iodine (I2I_2) and NaOH to form a yellow precipitate of Iodoform (CHI3CHI_3).
  • Phenylacetaldehyde (C6H5CH2CHOC_6H_5-CH_2-CHO): The carbonyl carbon is attached to a benzyl group, not a methyl group. Therefore, it gives a negative Iodoform test.
  1. Tollen's Reagent: Oxidizes both aliphatic and aromatic aldehydes to carboxylic acids, producing a silver mirror. Both compounds would likely give a positive test.
  2. Fehling's and Benedict's Tests: These generally oxidize aliphatic aldehydes. Phenylacetaldehyde is an aryl-substituted aliphatic aldehyde (the -CHO is on the side chain), so it behaves similarly to acetaldehyde in these reduction tests, making them unsuitable for distinction.
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