Phenylhydroxylamine

Phenylhydroxylamine is an organic compound with the formula C6H5NHOH. It is a white solid that is used in organic synthesis and as a reagent in the production of pharmaceuticals and agrochemicals.

Structure and properties

Phenylhydroxylamine is a hydroxylamine derivative where the hydroxyl group is directly attached to a phenyl group. It is a weak base and can form salts with acids. The compound is stable under normal conditions, but it can decompose upon heating, releasing toxic fumes of nitrogen oxides.

Synthesis

Phenylhydroxylamine can be synthesized from nitrobenzene by reduction with zinc and hydrochloric acid. The reaction proceeds via the intermediate formation of phenylhydroxylammonium chloride, which is then neutralized with a base to give the free amine.

Applications

Phenylhydroxylamine is used as a reagent in organic synthesis. It can be used to convert ketones and aldehydes into oximes, which can then be reduced to amines. It is also used in the synthesis of pharmaceuticals and agrochemicals.

Safety

Phenylhydroxylamine is harmful if swallowed, inhaled, or comes into contact with skin. It can cause burns and eye damage. Appropriate safety measures should be taken when handling this compound.

Structure of phenylhydroxylamine

See also

• Hydroxylamine
• Nitrobenzene
• Phenyl group