6583. o-Nitroaniline

Nomenclature

CAS number: 88-74-4
o-Nitraniline.
C6H6N2O2; mol wt 138.12.
C 52.18%, H 4.38%, N 20.28%, O 23.17%.

Description and references

Prepn from o-dinitrobenzene: Meisenheimer, Hesse, Ber. 52, 1166 (1919); from o-nitroaniline-p-sulfonic acid: Ehrenfeld, Puterbaugh, Org. Synth. coll. vol. I, 388 (1941); from ψ-o-dinitrosobenzene: Boyer et al., J. Am. Chem. Soc. 77, 5688 (1955).

Chemical structure

Properties

Orange-yellow crystals from boiling water, mp 69-71°. Calc bp 284°. d425 0.9015. Slightly sol in cold water; sol in hot water, alcohol, chloroform. Forms water soluble salts with mineral acids.

Caution

See m-Nitroaniline.

Use

Dyestuff intermediate.