6623. 4-Nitro-o-phenylenediamine

Nomenclature

CAS number: 99-56-9
4-Nitro-1,2-benzenediamine; 1,2-diamino-4-nitrobenzene; 4-nitro-1,2-diaminobenzene; 4-nitro-1,2-phenylenediamine.
C6H7N3O2; mol wt 153.14.
C 47.06%, H 4.61%, N 27.44%, O 20.90%.

Description and references

Prepd by the reduction of 2,4-dinitroaniline using H2S in ammonia water: Kehrmann, Ber. 28, 1707 (1895); Griffin, Peterson, Org. Synth. coll. vol. III, 242 (1955). Use as reagent for α-keto acids: Hockenhull, Floodgate, Biochem. J. 52, 38 (1952); Taylor, Smith, Analyst 80, 607 (1955). Toxicity study: C. Burnett et al., J. Toxicol. Environ. Health 2, 657 (1977).

Chemical structure

Properties

Dark red needles from hot water. mp 201°. Sparingly sol in water. Sol in aq solns of hydrochloric acid. LD50 in rats (mg/kg): 3720 orally; >1600 i.p. (Burnett).

Use

Reagent for α-keto acids.