4267 2-Aminonaphthalene 2-Aminonaphthalene is an aromatic amine. It is used to make azo dyes. It is a known human carcinogen and has largely been replaced by less toxic compounds. 2-Aminonaphthalene is prepared by heating 2-naphthol with ammonium zinc chloride to 200-210 °C; or in the form of its acetyl derivative by heating 2-naphthol with ammonium acetate to 270-280 °C. It forms odorless, colorless plates which melt at 111-112 °C. It gives no color with ferric chloride. When reduced by sodium in boiling amyl alcohol solution it forms alicyclic tetrahydro-3-naphthylamine, which has most of the properties of the aliphatic amines; it is strongly alkaline in reaction, has an ammoniacal odor and cannot be diazotized. On oxidation it yields ortho-carboxy-hydrocinnamic acid, HO2CC6H4CH2CH2CO2H. Numerous sulfonic acidsderived from 2-aminonaphthalene are known. Of these, the delta-acid and Bronner's acid are of more value technically, since they combine with ortho-tetrazoditolyl to produce fine red dye-stuffs. 2-Aminonaphthalene is found in cigarette smoke and suspected to contribute to the development of bladder cancer. 91-59-8 7057 C10H9N 143.18 White powder. 113°C 0.189 mg/mL at 25°C 1, carcinogenic to humans. (L135) 2014-08-29T05:53:29Z 2026-04-17T19:41:52Z C02227 27878 true NC1=CC2=CC=CC=C2C=C1 C10H9N InChI=1S/C10H9N/c11-10-6-5-8-3-1-2-4-9(8)7-10/h1-7H,11H2 JBIJLHTVPXGSAM-UHFFFAOYSA-N 143.1852 143.073499293 Exogenous Solid 2.28 HMDB41802 CHEMBL278164 6790 CHEM003173 DTXSID2020921 26.02 47.208600000000004 16.06190516374202 0 1 1 4.2545589383855145 0 2 2.30 -2.26 7.78e-01 g/l