Benzotrichloride
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| Names | |
|---|---|
| IUPAC name
(Trichloromethyl)benzene
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| Other names
Toluene trichloride
Phenyl chloroform alpha,alpha,alpha-Trichlorotoluene | |
| Identifiers | |
3D model (JSmol)
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| ChemSpider | |
| ECHA InfoCard | 100.002.395 |
| RTECS number |
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CompTox Dashboard (EPA)
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| Properties | |
| C7H5Cl3 | |
| Molar mass | 195.48 |
| Appearance | Clear liquid |
| Density | 1.3756 g/mL |
| Melting point | -5.0 °C |
| Boiling point | 220.8 °C |
| 0.05g/L | |
| Solubility | organic solvents |
| Hazards | |
| NFPA 704 (fire diamond) | |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Benzotrichloride, also known as trichlorotoluene is an organic compound with the formula C6H5CCl3. It is principally used as an intermediate in the preparation of other chemical products such as dyes.[1][2]
Production and uses
Benzotrichloride is produced by the free radical chlorination of toluene, catalysed by light or radical initiators such as dibenzoyl peroxide. Two intermediates are observed:
Benzotrichloride is hydrolysed to benzoyl chloride:[3]
- C6H5CCl3 + H2O → C6H5C(O)Cl + 2 HCl
It is also transformed into benzotrifluoride, a precursor to pesticides:
- C6H5CCl3 + 3 KF → C6H5CF3 + 3 KCl
References
- ^ Merck Index, 11th Edition, 1120.
- ^ Benzotrichloride Data page at Inchem.org
- ^ Manfred Rossberg, Wilhelm Lendle, Gerhard Pfleiderer, Adolf Tögel, Eberhard-Ludwig Dreher, Ernst Langer, Heinz Rassaerts, Peter Kleinschmidt, Heinz Strack, Richard Cook, Uwe Beck, Karl-August Lipper, Theodore R. Torkelson, Eckhard Löser, Klaus K. Beutel, “Chlorinated Hydrocarbons” in Ullmann’s Encyclopedia of Chemical Technology, 2007 John Wiley & Sons: New York.