diphenylamine
Also known as Anilinobenzene, DPA, Phenylaniline, N-Phenylaniline, N-Phenylbenzenamine, C6H5-NH-C6H5, N,N-diphenylamine, (phenylamino)benzene
Diphenylamine is an organic compound with the formula (C6H5)2NH. The compound is a derivative of aniline, consisting of an amine bound to two phenyl groups. The compound is a colorless solid, but commercial samples are often yellow due to oxidized impurities. Diphenylamine dissolves well in many common organic solvents, and is moderately soluble in water. It is used mainly for its antioxidant properties. Diphenylamine is widely used as an industrial antioxidant, dye mordant and reagent and is also employed in agriculture as a fungicide and antihelmintic.
Chemical data
- Formula
- C12H11N
- Molecular weight
- 169.22 g/mol
- IUPAC name
- N-phenylaniline
- SMILES
- C1=CC=C(C=C1)NC2=CC=CC=C2
- InChIKey
- DMBHHRLKUKUOEG-UHFFFAOYSA-N
- XLogP
- 3.5
- Polar surface area
- 12 Ų
- H-bond donors
- 1
- H-bond acceptors
- 1
- Formal charge
- 0
via PubChem
Research
2,499 papers~10 min read
Article
18 sectionsContents
- Preparation and reactivity
- Applications
- Testing for DNA
- Apple scald inhibitor
- Stabilizer for smokeless powder
- Antioxidant
- Redox indicator
- Dyes
- History
- Toxicity
- Environmental fate
- Residues in fruit and alternatives
- Regulation
- Europe
- WHO/FAO joint committee
- US EPA
- References
- External links
Diphenylamine is an organic compound with the formula (C6H5)2NH. The compound is a derivative of aniline, consisting of an amine bound to two phenyl groups. The compound is a colorless solid, but commercial samples are often yellow due to oxidized impurities. Diphenylamine dissolves well in many common organic solvents, and is moderately soluble in water. It is used mainly for its antioxidant properties. Diphenylamine is widely used as an industrial antioxidant, dye mordant and reagent and is also employed in agriculture as a fungicide and antihelmintic.
==Preparation and reactivity== Diphenylamine is produced by heating a mixture of aniline and anilinium chloride: