3,4-Dichloroaniline Explained

3,4-Dichloroaniline is an organic compound with the formula C6H3Cl2(NH2). It is one of several isomers of dichloroaniline. It is a white solid although commercial samples often appear gray. It is a precursor to dyes, agricultural chemicals, and drugs including the antimalarial chlorproguanil and the herbicides propanil, linuron, DCMU, and diuron.

Preparation

It is produced by hydrogenation of 3,4-dichloronitrobenzene.[1]

Safety and environmental aspects

Being a precursor to some herbicides, the toxicity and fate of dichloroaniline is of interest. One pathway for the biodegradation of dichloroaniline is oxidation to the catechol derivatives.[2]

Notes and References

  1. Encyclopedia: P. F. Vogt . J. J. Gerulis. Amines, Aromatic. Ullmann’s Encyclopedia of Industrial Chemistry. 2005. Wiley-VCH. Weinheim. 10.1002/14356007.a02_037. 9783527303854 .
  2. 10.1016/0045-6535(90)90054-w . A review of the fate and toxicity of 3,4-dichloroaniline in aquatic environments . 1990 . Crossland . N.O. . Chemosphere . 21 . 12 . 1489–1497 . 1990Chmsp..21.1489C .

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