CHLORINATION OF CELLULOSE WITH N-CHLOROSUCCINIMIDE-TRIPHENYLPHOSPHINE UNDER HOMOGENEOUS CONDITIONS IN LITHIUM CHLORIDE-N,N-DIMETHYLACETAMIDE

被引：37

作者：

FURUHATA, KI ^{[1
]}

CHANG, HS ^{[1
]}

AOKI, N ^{[1
]}

SAKAMOTO, M ^{[1
]}

机构：

[1] TOKYO INST TECHNOL,FAC ENGN,DEPT ORGAN & POLYMER MAT,MEGURO KU,TOKYO 152,JAPAN

来源：

CARBOHYDRATE RESEARCH | 1992年 / 230卷 / 01期

关键词：

D O I：

10.1016/S0008-6215(00)90518-4

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

Microcrystalline cellulose was chlorinated with N-chlorosuccinimide-triphyenylphosphine under homogenous conditions in LiCl-N,N-dimethylacetamide. At the early stage of the reaction only replacement of the 6-hydroxyl groups with chlorine was observed, and at 3-hydroxyl groups were replaced at a lower rate with Walden inversion. The effects of reaction conditions on the extent of chlorination were studied in detail. More than two equivalents of chlorination reagents per glucose residue were necessary to attain a high degree of substitution (ds) by chloride, and the maximum ds attained was 1.86. Chlorinated disaccharides were found in the hydrolyzates of chlorodeoxycelluloses hydrolyzed under mild conditions, and their structures were studied by mass spectrometry.

引用

页码：151 / 164

页数：14

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