Chemistry Aldehydes & Ketones SET 2019
PMDC Verified Question 54 of 94
Which of the following reagent is used to distinguish between \( CH_3CH_2CH(OH)CH_2OH \) and \( CH_3CH_2CH(OH)CH_2CHO \)?
A
2,4-DNPH (dinitrophenyl hydrazine)
B
Dilute sulfuric acid
C
Potassium maganate
D
Sodium nitroprusside
Tap any option to test your recall and reveal the step-by-step Propolis autopsy.

Propolis Cognitive Error Autopsy

Official Correct Choice:
Option A: 2,4-DNPH (dinitrophenyl hydrazine)
Concept:

To distinguish between a pure alcohol (a diol) and an alcohol that also contains an aldehyde group, we need a reagent that reacts exclusively with one functional group.

Solution:

  • The first compound is 1,2-butanediol (contains only hydroxyl groups).


  • The second compound is 2-hydroxybutanal (contains a hydroxyl group AND an aldehyde group).


  • 2,4-DNPH reacts specifically with carbonyl compounds (aldehydes and ketones) to form brightly colored hydrazone precipitates.


  • Therefore, 2,4-DNPH will react with the second compound (forming a precipitate) but will not react with the first compound.


Why other options are incorrect:

Strong oxidizers like Potassium manganate would oxidize both compounds. Dilute acid will not yield a clear visual discriminatory reaction. Sodium nitroprusside is used for methyl ketones, not aldehydes.

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