IDENTIFICATION OF AN ASE2 MECHANISM IN THE HYDROLYSIS OF CYCLIC THIOACETALS

被引：3

作者：

ALI, M ^{[1
]}

SATCHELL, DPN ^{[1
]}

机构：

[1] UNIV LONDON KINGS COLL,LONDON WC2R 2LS,ENGLAND

来源：

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS | 1991年 / 13期

关键词：

D O I：

10.1039/c39910000866

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

2-Phenyl-2-methyl-1,3-dithiane and its p-methoxy derivative undergo hydrolysis in concentrated aqueous perchloric acid via the AS(E)2 mechanism rather than via the A1 mechanism.

引用

页码：866 / 867

页数：2

共 10 条

[1] KINETICS AND MECHANISM OF THE HYDROLYSIS OF DIETHYL THIOACETALS OF SUBSTITUTED BENZALDEHYDES IN AQUEOUS PERCHLORIC-ACID [J].

ALI, M ;

SATCHELL, DPN .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1991, (05) :575-578

[2] MECHANISM AND CATALYSIS FOR HYDROLYSIS OF ACETALS, KETALS, AND ORTHO-ESTERS [J].

CORDES, EH ;

BULL, HG .

CHEMICAL REVIEWS, 1974, 74 (05) :581-603

[3] KINETIC-EQUATIONS FOR REACTIONS IN CONCENTRATED AQUEOUS ACIDS BASED ON THE CONCEPT OF EXCESS ACIDITY [J].

COX, RA ;

YATES, K .

CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1979, 57 (22) :2944-2951

[4] KINETIC HYDROGEN ISOTOPE EFFECTS IN CONCERTED MECHANISM FOR HYDROLYSIS OF ACETALS, KETALS, AND ORTHO ESTERS [J].

ELIASON, R ;

KREEVOY, MM .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1978, 100 (22) :7037-7041

[5] INTRA-MOLECULAR ELECTROSTATIC AND GENERAL ACID CATALYSIS IN THE HYDROLYSIS OF O,S-THIOACETALS [J].

FIFE, TH ;

PRZYSTAS, TJ .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1980, 102 (01) :292-299

[6] GENERAL ACID CATALYSIS OF ACETAL, KETAL, AND ORTHO ESTER HYDROLYSIS [J].

FIFE, TH .

ACCOUNTS OF CHEMICAL RESEARCH, 1972, 5 (08) :264-&

[7] SUBSTITUENT EFFECTS ON THE GENERAL ACID-CATALYZED AND SPECIFIC ACID-CATALYZED HYDROLYSES OF ACETALS OF BENZALDEHYDES [J].

JENSEN, JL ;

HEROLD, LR ;

LENZ, PA ;

TRUSTY, S ;

SERGI, V ;

BELL, K ;

ROGERS, P .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1979, 101 (16) :4672-4677

[8] ACID-CATALYZED HYDROLYSES OF 2-ALKOXYTETRAHYDROPYRANS - EVIDENCE FOR THE CHANGEOVER FROM AN A1 TO AN ASE2 MECHANISM [J].

JENSEN, JL ;

WUHRMAN, WB .

JOURNAL OF ORGANIC CHEMISTRY, 1983, 48 (24) :4686-4691

[9] HYDROLYSIS OF BENZALDEHYDE O,S-ACETALS [J].

JENSEN, JL ;

JENCKS, WP .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1979, 101 (06) :1476-1488

[10] MECHANISMS OF HYDROLYSIS OF THIOACETALS [J].

SATCHELL, DPN ;

SATCHELL, RS .

CHEMICAL SOCIETY REVIEWS, 1990, 19 (01) :55-81

← 1 →