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Benzal chloride
Introduction
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.
Editor-In-Chief: Template:Chembox new C. Michael Gibson, M.S., M.D. [1]