3-Chloroaniline or meta-chloroaniline is an organochlorine compound with the formula ClC6H4NH2. It is one of three structural isomers of chloroaniline. It is a colorless to light amber liquid with a sweet odor.
Preparation 3-Chloroaniline is prepared by hydrogenation of 3-nitrochlorobenzene. This process employs noble metal or noble metal sulfides as catalysts, as well as metal oxides to prevent dehalogenation. The yield is about 98%. Alternatively, 3-nitrochlorobenzene can be produced by reduction with sodium hydrosulfide.
Uses 3-Chloroaniline is used as a chemical intermediate. It is used to produce herbicides such as chlorpropham and m-chlorophenyl isocyanurate. It is also used in production of pharmaceuticals, azo dyes, and insecticides.
Toxicity 3-Chloroaniline causes methemoglobinemia and can cause acute contact dermatitis. Inhalation can cause symptoms such as dizziness, vomiting, and unconsciousness.
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