What is the test for a carbonyl group?

The test for a carbonyl group is adding 2,4-dinitrophenylhydrazine (2,4-DNPH). Compounds containing a carbonyl group will produce a yellow or orange precipitate called a 2,4-dinitrophenylhydrazone. 


In practical work, 2,4-DNPH is normally used dissolved in methanol and sulfuric acid as a pale orange solution called Brady's reagent.

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How can you determine the identity of a carbonyl compound using 2,4-DNPH?

  1. Add 2,4-DNPH to the carbonyl compound and an orange precipitate will form.
  2. Filter the precipitate and purify it by recrystallisation.
  3. Measure the melting point of the precipitate.
  4. Compare its melting point to a database to identify the original carbonyl compound.

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Name 2 tests to distinguish between aldehydes and ketones.

  1. Tollens' reagent.
  2. Acidified potassium dichromate.


Both of these tests give positive results with aldehydes, but not with ketones (due to the ability of aldehydes to be oxidised to carboxylic acids).

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What is Tollens' reagent?

Tollens' reagent is a solution containing the complex ion [Ag(NH3)2]+ formed by the addition of ammonia to silver nitrate.

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Explain how aldehydes and ketones can be distinguished using Tollens' reagent.

Aldehydes are oxidised to carboxylic acid when warmed with Tollens' reagent, which results in the formation of a silver mirror on the inside of the test tube due to the reduction of silver ions (Ag+) to metallic silver (Ag).

Ketones do not react with Tollens' reagent so do not produce the silver mirror.

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