| Chemical Properties | 3-Chloroaniline is a clear pale yellow to brown liquid, which becomes darker during storage, insoluble in water, but soluble in ethanol, ether and acid solution. |
| Application | 3-Chloroaniline is the intermediate of the herbicide chloraniline, and the intermediate of the pharmaceutical diuretic antihypertensive drug hydrochlorothiazide, and can be used to produce azo dyes.
3-Chloroaniline was the only aniline compound to increase plasmaALT/GPT activity at 48 h. It is employed in the bioaugmentation of activated sludge. |
| Uses | 3-Chlorobenzenamine is used in the synthesis of pyrimidoazepine analogs as serotonin 5-HT2A and 5-HT2C receptor ligands for the treatment of obesity. Also used in the synthesis of novel COX-2 inhibito
rs. |
| Preparation | 3-Chloroaniline is obtained by reducing 3-Nitrochlorobenzene with iron powder in the presence of ferrous sulfate. |
| Synthesis Reference(s) | Tetrahedron Letters, 36, p. 7313, 1995 DOI: 10.1016/0040-4039(95)01474-V |
| General Description | Colorless to light amber liquid with a sweet odor. |
| Air & Water Reactions | Sensitive to prolonged exposure to air and light and tends to darken during storage. Insoluble in water. |
| Reactivity Profile | 3-Chloroaniline is incompatible with acids, acid chlorides, acid anhydrides, chloroformates and strong oxidizing agents. |
| Fire Hazard | 3-Chloroaniline is combustible. |
| Flammability and Explosibility | Nonflammable |
| Safety Profile | Poison by ingestion,
skin contact, subcutaneous, and intravenous
routes. Mutation data reported. When
heated to decomposition it emits toxic
fumes of Cland NOx. See also ANILINE
DYES. |
