Benzal chloride
From Self-sufficiency
Benzal chloride | |
---|---|
Dichloromethylbenzene | |
Other names Benzal chloride α,α-Dichlorobenzenea benzylidene chloride benzyl dichloride | |
style="background: #F8EABA; text-align: center;" colspan="2" | Identifiers | |
CAS number | 98-87-3 |
PubChem | 24855098 |
ChemSpider | 7133 |
RTECS number | CZ5075000 |
style="background: #F8EABA; text-align: center;" colspan="2" | Properties | |
Molecular formula | C7H6Cl2 |
Molar mass | 161.03 g/mol |
Appearance | Colorless liquid |
Density | 1.254 g/cm3, liquid |
Melting point |
−17 to −15 °C |
Boiling point |
205 °C (82 °C @10 mm Hg) |
Solubility in water | low |
Vapor pressure | 0.6 kPa (45 °C) |
style="background: #F8EABA; text-align: center;" colspan="2" | Hazards | |
EU classification | Toxic (T), Carc. Cat. 2B, Dangerous for the environment (N) |
R-phrases | 22-23-37/38-40-41 |
S-phrases | 36/37-38-45 |
Flash point | 93 °C |
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) | |
Infobox references |
Benzal chloride is an organic compound with the formula C6H5CHCl2.[1] This colourless liquid is a lachrymator and is used as a building block in organic synthesis.
Benzal chloride is produced by the free radical chlorination of toluene, being preceded in the process by benzyl chloride and followed by benzotrichloride
- C6H5CH3 + Cl2 → C6H5CH2Cl + HCl
- C6H5CH2Cl + Cl2 → C6H5CHCl2 + HCl
- C6H5CHCl2 + Cl2 → C6H5CCl3 + HCl
Most benzal chloride is hydrolysed to benzaldehyde:[2]
- C6H5CHCl2 + H2O → C6H5CHO + 2 HCl
Addition of strong base to benzal chloride generates phenylcarbene.
References
- ↑ "BENZAL CHLORIDE". International Programme on Chemical Safety. Retrieved 2007-10-30.
- ↑ 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.
es:Cloruro de bencilideno fr:(dichlorométhyl)benzène nl:Benzalchloride