2-Amino-5-nitrobenzenethiol Chemical Properties

Melting point:

89-90 °C

Boiling point:

362.6±27.0 °C(Predicted)

Density 

1.465±0.06 g/cm3(Predicted)

storage temp. 

2-8°C(protect from light)

pka

6.80±0.26(Predicted)

InChI

InChI=1S/C6H6N2O2S/c7-5-2-1-4(8(9)10)3-6(5)11/h1-3,11H,7H2

InChIKey

UJDSRXSZJCJVCS-UHFFFAOYSA-N

SMILES

C1(S)=CC([N+]([O-])=O)=CC=C1N

2-Amino-5-nitrobenzenethiol Usage And Synthesis

Uses

2-Amino-5-nitrophenol is used as an intermediate in the manufacture of several azo dyes, including CI Solvent Red 8, which is used for colouring synthetic resins, lacquers, inks and wood stains.^[1]

Synthesis

2-Amino-5-nitrophenol is produced from 2-aminophenol by reaction with acetic anhydride to form 2-methylbenzoxazole, which is nitrated and hydrolysed to form 2-amino-5-nitrophenol.^[2]

References

[1]US National Toxicology Program (1988) Toxicology and Carcinogenesis Studies of 2-Amino-5-nitro- phenol (CAS No. 121-88-0) in F344INRats and B6C3F1 Mice (Gavage Studies) (NTP Tech. Rep. No. 344; NIH Publ. No. 88–2590), Research Triangle Park, NC.
[2]Farris, R.E. (1978) Aminophenols. In: Mark, H.F., Othmer, D.F, Overberger, C.G., Seaborg, G.T. & Grayson, M., eds, Kirk-Othmer Encyclopedia of Chemical Technology, 3rd ed., Vol. 2, New York, John Wiley & Sons, pp. 422–440.