| 4-Chloroaniline | |
|---|---|
|
4-chloroaniline |
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Other names
p-chloroaniline |
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| Identifiers | |
| CAS number | 106-47-8 |
| PubChem | 7812 |
| ChemSpider | 7524 |
| KEGG | C14450 |
| ChEMBL | CHEMBL15888 |
| Jmol-3D images | Image 1 |
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| Properties | |
| Molecular formula | C6H6ClN |
| Molar mass | 127.57154 g/mol |
| Appearance | pale yellow solid |
| Density | 1.43 g·cm−3 |
| Melting point |
72.5 °C |
| Boiling point |
232 °C |
| Solubility in water | Negligible |
| Hazards | |
| MSDS | External MSDS |
| Main hazards | Very toxic, possible carcinogen. Absorbed through skin.[1] |
| Flash point | 113 °C |
| (verify) (what is: /?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) |
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| Infobox references | |
4-Chloroaniline is a organochlorine compound with the formula ClC6H4NH2. This pale yellow solid is one of several known chloroanilines.
4-Chloroaniline is not prepared from aniline, which tends to overchlorinate. Instead, it is prepared by hydrogenation of 4-Nitrochlorobenzene, which in turn is prepared by nitration of chlorobenzene.[2]
4-Chloroaniline is an important building block used in the chemical industry for the production of pesticides, drugs, and dyestuffs. It is a precursor to the widely used antimicrobial and bacteriocide Chlorhexidine and is used in the manufacture of pesticides, including pyraclostrobin, anilofos, monolinuron and chlorphthalim.[3] Some benzodiazepine drugs use 4-chloroaniline in their manufacture.