Diazoaminobenzene

Diazoaminobenzene is an organic compound with the formula C6H5N2N. It is a derivative of benzene, and is best known for its role in the diazo coupling reaction that are used in the production of dyes and pigments.

Structure and Properties

Structure of Diazoaminobenzene

Diazoaminobenzene is a yellow, crystalline solid that is insoluble in water. It has a planar structure, with the two nitrogen atoms and the benzene ring all lying in the same plane. The nitrogen atoms are connected by a double bond, and each nitrogen atom is also bonded to a hydrogen atom. The benzene ring is bonded to one of the nitrogen atoms.

The compound is stable under normal conditions, but it can decompose explosively when heated or subjected to shock. It is also sensitive to light, which can cause it to decompose.

Synthesis

Diazoaminobenzene can be synthesized by the reaction of nitrous acid with aniline. The reaction proceeds via a diazonium intermediate, which is then reduced to the final product by the addition of an excess of aniline.

Uses

Diazoaminobenzene is primarily used in the synthesis of dyes and pigments. It can undergo a diazo coupling reaction with a variety of aromatic compounds to produce brightly colored azo dyes. These dyes are used in a wide range of applications, including textiles, plastics, and printing inks.

Safety

Due to its explosive nature, diazoaminobenzene should be handled with care. It should be stored in a cool, dry place, away from light and heat sources. Protective clothing, gloves, and eye protection should be worn when handling the compound.

See Also

• Azo compound
• Diazonium compound
• Aniline