Get 20M+ Full-Text Papers For Less Than $1.50/day. Start a 14-Day Trial for You or Your Team.

Learn More →

Dehydrochlorination of 4-hydroxy-3,5-di-tert-butylbenzylidene chloride with aprotic nonionogenic reagents

Dehydrochlorination of 4-hydroxy-3,5-di-tert-butylbenzylidene chloride with aprotic nonionogenic... ISSN 0012-5008, Doklady Chemistry, 2008, Vol. 419, Part 1, pp. 47–49. © Pleiades Publishing, Ltd., 2008. Original Russian Text © M.B. Gazizov, R.K. Ismagilov, R.F. Karimova, L.P. Shamsutdinova, O.M. Chernova, O.G. Sinyashin, 2008, published in Doklady Akademii Nauk, 2008, Vol. 419, No. 2, pp. 203–205. CHEMISTRY Dehydrochlorination of 4-Hydroxy-3,5-di-tert-butylbenzylidene Chloride with Aprotic Nonionogenic Reagents M. B. Gazizov, R. K. Ismagilov, R. F. Karimova, L. P. Shamsutdinova, O. M. Chernova, and Academician O. G. Sinyashin Received July 12, 2007 DOI: 10.1134/S0012500808030014 We showed previously that 4-hydroxy-3,5-di-tert- The aim of this study is to establish the structure of reaction products and to determine the general reaction butylbenzylidene chloride (I) reacted with noniono- scheme and reaction conditions. genic aprotic reagents, such as triethyl orthoformate We have found that, as distinct from reagents II and (II) [1] and esters of phosphorus(III) acids (III) [2], via III, compounds IV–VII show dehydrochlorinating nucleophilic displacement and underwent dechloro- ability toward gem-dichloride I. The main reaction alkoxylation and dechlorophosphorylation to form ace- product is 4-chloromethylene-2,6-di-tert-butylcyclo- tal and diphosphonate, respectively. We studied previ- hexadien-2,5-one VIII. The coproducts of the reaction ously unknown reactions of gem-dichloride I with eth- are ethylene chlorohydrin (IX), 1-chloro-1-ethoxy- ylene oxide (IV), vinyl ethyl http://www.deepdyve.com/assets/images/DeepDyve-Logo-lg.png Doklady Chemistry Springer Journals

Dehydrochlorination of 4-hydroxy-3,5-di-tert-butylbenzylidene chloride with aprotic nonionogenic reagents

Loading next page...
 
/lp/springer-journals/dehydrochlorination-of-4-hydroxy-3-5-di-tert-butylbenzylidene-chloride-S6GZrQDMds

References (1)

Publisher
Springer Journals
Copyright
Copyright © 2008 by Pleiades Publishing, Ltd.
Subject
Chemistry; Industrial Chemistry/Chemical Engineering; Chemistry/Food Science, general
ISSN
0012-5008
eISSN
1608-3113
DOI
10.1134/S0012500808030014
Publisher site
See Article on Publisher Site

Abstract

ISSN 0012-5008, Doklady Chemistry, 2008, Vol. 419, Part 1, pp. 47–49. © Pleiades Publishing, Ltd., 2008. Original Russian Text © M.B. Gazizov, R.K. Ismagilov, R.F. Karimova, L.P. Shamsutdinova, O.M. Chernova, O.G. Sinyashin, 2008, published in Doklady Akademii Nauk, 2008, Vol. 419, No. 2, pp. 203–205. CHEMISTRY Dehydrochlorination of 4-Hydroxy-3,5-di-tert-butylbenzylidene Chloride with Aprotic Nonionogenic Reagents M. B. Gazizov, R. K. Ismagilov, R. F. Karimova, L. P. Shamsutdinova, O. M. Chernova, and Academician O. G. Sinyashin Received July 12, 2007 DOI: 10.1134/S0012500808030014 We showed previously that 4-hydroxy-3,5-di-tert- The aim of this study is to establish the structure of reaction products and to determine the general reaction butylbenzylidene chloride (I) reacted with noniono- scheme and reaction conditions. genic aprotic reagents, such as triethyl orthoformate We have found that, as distinct from reagents II and (II) [1] and esters of phosphorus(III) acids (III) [2], via III, compounds IV–VII show dehydrochlorinating nucleophilic displacement and underwent dechloro- ability toward gem-dichloride I. The main reaction alkoxylation and dechlorophosphorylation to form ace- product is 4-chloromethylene-2,6-di-tert-butylcyclo- tal and diphosphonate, respectively. We studied previ- hexadien-2,5-one VIII. The coproducts of the reaction ously unknown reactions of gem-dichloride I with eth- are ethylene chlorohydrin (IX), 1-chloro-1-ethoxy- ylene oxide (IV), vinyl ethyl

Journal

Doklady ChemistrySpringer Journals

Published: Mar 11, 2011

There are no references for this article.