Benzotrichloride
From Self-sufficiency
Benzotrichloride | |
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File:Benzotrichloride.png | |
(Trichloromethyl)benzene | |
Other names Toluene trichloride Phenyl chloroform alpha,alpha,alpha-Trichlorotoluene | |
style="background: #F8EABA; text-align: center;" colspan="2" | Identifiers | |
CAS number | 98-07-7 |
ChemSpider | 7089 |
RTECS number | XT9275000 |
SMILES | Script error: No such module "collapsible list". |
style="background: #F8EABA; text-align: center;" colspan="2" | Properties | |
Molecular formula | C7H5Cl3 |
Molar mass | 195.48 |
Appearance | Clear liquid |
Density | 1.3756 g/mL |
Melting point |
-5.0 °C |
Boiling point |
220.8 °C |
Solubility in water | 0.05g/L |
Solubility | organic solvents |
style="background: #F8EABA; text-align: center;" colspan="2" | Hazards | |
R-phrases | R45 R22 R23 R37/38 R41 |
S-phrases | S53 S45 |
NFPA 704 | |
(what is this?) (verify) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) | |
Infobox references |
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.