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Aldehydes, Ketones And Carboxylic Acids

Question
CBSEENCH12010134

Give simple chemical tests to distinguish between the following pairs of compounds:

(i) Benzaldehyde and Benzoic acid


(ii) Propanal and Propanone 

Solution

Benzaldehyde and Benzoic acid

Test-1 Through sodium bicarbonate Benzaldehyde does not react with sodium bicarbonate. However, benzoic acid will produce brisk effervescence on reaction with sodium bicarbonate as shown in the given reaction:

 
C6H5COOH + NaHCO3 ---> C6H5COONa + H2O + CO2

Test-2 Through, Tollen's reagent Benzaldehyde reacts with an ammoniacal solution of silver nitrate to form a silver mirror.

 C6H5CHO + 2[Ag(NH3)2]+ + 3OH- --> C6H5COO- + 2Ag + 2H2O + 4NH3


However, no such reaction is given by benzoic acid.  

(ii)  Test-1 Iodoform Test

Propanone gives positive iodoform test, as it contains CH3CO group, whereas propanal does not give iodoform test. The reaction is as follows: 

  CH subscript 3 COCH subscript 3 space plus 4 NaOH space rightwards arrow with heat on top space CHI subscript 3 space plus 3 NaI space plus CH subscript 3 COONa space plus 3 straight H subscript 2 straight O