2-Naphthylamine

• CAT Number: R005004
• CAS Number: 91-59-8
• Molecular Formula: C10H9N
• Molecular Weight: 143.189
• Purity: ≥95%
• Synonyms: 2-Aminonaphthalene; β-Naphthylamine; 2-Naphthalenamine
• Storage: 4°C
• IUPAC Name: naphthalen-2-amine
• InChI: InChI=1S/C10H9N/c11-10-6-5-8-3-1-2-4-9(8)7-10/h1-7H,11H2
• InChIKey: JBIJLHTVPXGSAM-UHFFFAOYSA-N
• SMILES: C1=CC=C2C=C(C=CC2=C1)N

2-Naphthylamine (CAS 91-59-8)  is a naphthylamine carrying the amino group at position 2. It has a role as a carcinogenic agent. It is a colorless solid, but samples take on a reddish color in air because of oxidation. It was formerly used to make azo dyes, but it is a known carcinogen and has largely been replaced by less toxic compounds.

Reference

1.Gerald Booth "Naphthalene Derivatives" in Ullmann's Encyclopedia of Industrial Chemistry, 2005, Wiley-VCH, Weinheim.
2.Boyland, E., C. E. Dukes, and P. L. Grover. "Carcinogenicity of 2-naphthylhydroxylamine and 2-naphthylamine." British journal of cancer 17.1 (1963): 79.
3.Bonser, Georgiana M., et al. "The carcinogenic activity of 2-naphthylamine." British journal of cancer 10.3 (1956): 533.