6582. m-Nitroaniline

Nomenclature

CAS number: 99-09-2
3-Nitrobenzenamine; m-nitraniline.
C6H6N2O2; mol wt 138.12.
C 52.18%, H 4.38%, N 20.28%, O 23.17%.

Description and references

Prepn by nitration of aniline: Holleman et al., Ber. 44, 704 (1911); by reduction of m-dinitrobenzene: Brady et al., J. Chem. Soc. 1929, 2266; Kubota et al., J. Pharm. Soc. Jpn. 76, 801 (1956); Kuhn, US 2768209 (1956 to Ringwood); from m-nitrobenzoic acid: Snyder et al., J. Am. Chem. Soc. 75, 2014 (1953).

Chemical structure

Properties

Yellow crystals from water, mp 114°. Calc bp 306°. d425 0.9011. One gram dissolves in 880 ml water, about 20 ml alcohol, 18 ml ether, 11.5 ml methanol. Forms water-sol salts with mineral acids.

Caution

Highly toxic; absorbed through skin. Avoid breathing dust; avoid contact with skin, eyes, clothing. In case of contact, immediately flush skin or eyes with plenty of water for at least 15 minutes; for eyes, get medical attention. Wash clothing before reusing. Acute exposure can cause methemoglobinemia, cyanosis. Chronic exposure may cause liver damage.

Use

Dyestuff intermediate.