THE INTERMEDIACY OF SULFATE ESTERS IN SULFURIC-ACID CATALYZED ACETYLATION OF CARBOHYDRATES

被引：0

作者：

HYATT, JA

TINDALL, GW

机构：

来源：

HETEROCYCLES | 1993年 / 35卷 / 01期

关键词：

D O I：

暂无

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The acetylation of 1,2,3,4-tetra-O-acetyl-beta-D-glucopyranose in excess acetic anhydride/acetic acid/sulfuric acid was shown by kinetic studies and observation of intermediates to proceed via a rapid formation of the corresponding 6-sulfate ester, followed by rate-controlling acetolysis of the sulfate to give glucose pentaacetate product. The same mechanism is proposed, based on kinetic data, for acetylation of the secondary alcohol 1,2,3,6-tetra-O-acetyl-beta-D-glucopyranose.

引用

页码：227 / 234

页数：8

共 7 条

[1]

BONNER W, 1958, J ORG CHEM, V23, P3697

[2]

DELSEMME A, 1967, PURE APPL CHEM, V14, P481

[3]

HYATT J, IN PRESS CARB RES

[4] PREPARATION OF CELLULOSE ACETATE - ACTION OF SULFURIC ACID [J].

MALM, CJ ;

TANGHE, LJ ;

LAIRD, BC .

INDUSTRIAL AND ENGINEERING CHEMISTRY, 1946, 38 (01) :77-82

[5] CHEMICAL REACTIONS IN THE MAKING OF CELLULOSE ACETATE [J].

MALM, CJ ;

TANGHE, LJ .

INDUSTRIAL AND ENGINEERING CHEMISTRY, 1955, 47 (05) :995-999

[6]

MALM CJ, 1942, IND ENG CHEM ANAL ED, V14, P940

[7] ON THE DESULFATION OF CARBOHYDRATE SULFATES [J].

ROY, AB ;

TURNER, J .

CARBOHYDRATE RESEARCH, 1983, 124 (02) :338-343

← 1 →