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Benzal chloride

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Benzal chloride is an organic compound with the formula C6H5CHCl2.{{cite web

Preparation and usage

Benzal chloride is produced by the free radical chlorination of toluene, being preceded in the process by benzyl chloride (C6H5CH2Cl) and followed by benzotrichloride (C6H5CCl3): : C6H5CH3 + Cl2 → C6H5CH2Cl + HCl : C6H5CH2Cl + Cl2 → C6H5CHCl2 + HCl : C6H5CHCl2 + Cl2 → C6H5CCl3 + HCl

Benzylic halides are typically strong alkylating agents, and for this reason benzal chloride is treated as a hazardous compound.

Treatment of benzal chloride with sodium gives stilbene.

The main industrial use is as a precursor to benzaldehyde. This conversion involves hydrolysis in the presence of base: : C6H5CHCl2 + H2O → C6H5CHO + 2 HCl

References

(2011). "Benzyl Chloride and Other Side-Chain Chlorinated Aromatic Hydrocarbons".

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dichloromethyl-compounds iarc-group-2a-carcinogens phenyl-compounds benzyl-compounds

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