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Benzal chloride : ウィキペディア英語版
Benzal chloride

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Benzal chloride is an organic compound with the formula C6H5CHCl2.〔(【引用サイトリンク】 title =BENZAL CHLORIDE )〕 This colourless liquid is a lachrymator and is used as a building block in organic synthesis.
==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.
Most benzal chloride main industrial use is as a precursor to benzaldehyde. This conversion involves hydrolysis in the presence of base:〔Karl-August Lipper and Eckhard Löser “Benzyl Chloride and Other Side-Chain Chlorinated Aromatic Hydrocarbons" in Ullmann’s Encyclopedia of Industrial Chemistry, 2011, Wiley-VCH, Weinheim. 〕
: C6H5CHCl2 + H2O → C6H5CHO + 2 HCl

抄文引用元・出典: フリー百科事典『 ウィキペディア(Wikipedia)
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