| 翻訳と辞書 |
| Blanc reaction ： ウィキペディア英語版 |
Blanc chloromethylation
The Blanc chloromethylation is the chemical reaction of aromatic rings with formaldehyde and hydrogen chloride catalyzed by zinc chloride to form chloromethyl arenes. The reaction was discovered by Gustave Louis Blanc (1872-1927) in 1923.〔Gustave Louis Blanc ''Bull. Soc. Chim. France'' 1923, ''33'', 313〕 The reaction should be performed with care, as (like most chloromethylation reactions) it produces highly carcinogenic bis(chloromethyl) ether as a by-product.
==Mechanism==
The reaction is carried out under acidic conditions and with a ZnCl2 catalyst. These conditions protonate the formaldehyde carbonyl making the carbon much more electrophilic. The aldehyde is then attacked by the aromatic pi-electrons, followed by rearomatization of the aromatic ring. The benzyl alcohol thus formed is quickly converted to the chloride under the reaction conditions.
Although the reaction is an efficient means of introducing a chloromethyl group, the production of small amounts of highly carcinogenic bis(chloromethyl) ether is a disadvantage.
抄文引用元・出典: フリー百科事典『 ウィキペディア（Wikipedia）』
■ウィキペディアで「Blanc chloromethylation」の詳細全文を読む
スポンサード リンク
| 翻訳と辞書 : 翻訳のためのインターネットリソース |
Copyright(C) kotoba.ne.jp 1997-2016. All Rights Reserved.
|
|