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Q. The reagent(s) which can be used to distinguish acetophenone from benzophenone is/are________.
i. $2,4$ -dinitrophenylhydrazine
ii. aqueous solution of $NaHSO _{3}$
iii. Benedict reagent
iv. $I _{2}$ and $NaOH$
v. Tollen's reagent
vi. Fehling's solution

Aldehydes Ketones and Carboxylic Acids

Solution:

i. $2,4-DNP$ test: Both acetophenone and benzophenone give this test as both contain carbonyl group.
ii. $NaHSO _{3}$ test: Both acetophenone and benzophenone contain bulky groups thus due to steric hindrance they do not react with $NaHSO _{3}$ to form corresponding addition product,
iii. Benedict's test: Only aliphatic aldehydes give this test.
iv. Iodoform test $\left( NaOH + I _{2}\right)$ : Since only acetophenone $\left( C _{6} H _{5} COCH _{3}\right)$ is a methyl ketone, it gives yellow precipitate on reacting with $NaOH$ and iodine. Thus, this test can distinguish acetophenone from benzophenone.
v. Tollen's reagent: Both acetophenone and benzophenone do not get oxidised by Tollen's reagent.
vi. Fehling's solution: Both acetophenone and benzophenone do not get oxidised by Fehling's solution.