Nitrile

Nitrile is a functional group in organic chemistry. Chemicals that have this group are also called nitriles. The nitrile group has a triple bond between a carbon atom and a nitrogen atom. This is written −C≡N. Inorganic nitriles are called cyanides.

It smells like a fruit, and can be a type of poison.

The simplest nitrile is acetonitrile (CH3CN, where the nitrile is connected to a methyl group. Acrylonitrile is a nitrile used to make plastics.

Reactions

With water

Nitriles react with water. This is a type of hydrolysis. Nitriles and water react to make amides, and the amide can react further to make carboxylic acids and ammonia:

CH3CN + H2O → CH3CONH2
CH3CONH2 + H2O → CH3COOH + NH3

With hydrogen

Hydrogen gas, H2, is a reducing agent. Combined with a catalyst like Raney nickel, it reacts with nitriles to make amines.