FRCD

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 It is a known human carcinogen and has largely been replaced by less toxic compounds. 2-Aminonaphthalene is prepared by heating 2-naphthol with ammonium zinc chloride to 200-210 °C; or in the form of its acetyl derivative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.

naphthalen-2-amine

JBIJLHTVPXGSAM-UHFFFAOYSA-N

InChI=1S/C10H9N/c11-10-6-5-8-3-1-2-4-9(8)7-10/h1-7H,11H2

C1=CC=C2C=C(C=CC2=C1)N

C1=CC=C2C=C(C=CC2=C1)N

        
            beta-Naphthylamine
        
            2-Aminonaphthalene
        
            2-NAPHTHYLAMINE
        
            2-Naphthalenamine
        
            naphthalen-2-amine
        
            91-59-8
        
            6-Naphthylamine
        
            2-Naphthalamine
        
            2-Naphthylamin
        
            beta-Naftilamina
        

                

                  
                    Predicted: Pollutant
                  

                
        

• Hydrocarbon derivatives
• Organopnictogen compounds