KINETICS, PRODUCTS, AND MECHANISM OF REACTION OF TERT-BUTYL CHLORIDE WITH SODIUM ETHANETHIOLATE IN METHANOL AND DIMETHYL-SULFOXIDE METHANOL SOLVENTS - INSIGHT INTO THE OCCASIONAL SUPERIORITY OF THIOLATE OVER ALKOXIDE IONS IN EFFECTING E2 ELIMINATIONS

被引：2

作者：

BUNNETT, JF

MIGDAL, CA

机构：

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1989年 / 54卷 / 13期

关键词：

D O I：

10.1021/jo00274a015

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

引用

页码：3041 / 3045

页数：5

共 24 条

[1] MECHANISMS OF ELIMINATION-REACTIONS .19. RATES AND PRODUCT PROPORTIONS IN REACTIONS OF 2-METHYL-2-BUTYL HALIDES WITH THIOLATE IONS [J].

BAILEY, DS ;

SAUNDERS, WH .

JOURNAL OF ORGANIC CHEMISTRY, 1973, 38 (19) :3363-3366

[2] E2C-MECHANISM IN ELIMINATION REACTIONS . ABSENCE OF AN EXTREME FORM OF MERGED MECHANISM FOR ELIMINATION AND SUBSTITUTION . A COMPARISON OF SAYTZEFF VS HOFMANN TENDENCIES AND 3F ANTI-VS-SYN ELIMINATIONS [J].

BIALE, G ;

PARKER, AJ ;

SMITH, SG ;

STEVENS, IDR ;

WINSTEIN, S .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1970, 92 (01) :115-&

[3]

Bunnett J.F., 1969, SURVEY PROGR CHEM, V5, P53, DOI [10.1016/B978-0-12-395706-1.50008-X, DOI 10.1016/B978-0-12-395706-1.50008-X]

[4]

Bunnett J. F, 1962, ANGEW CHEM INT EDIT, V1, P225, DOI DOI 10.1002/ANIE.196202251

[5] DER MECHANISMUS BIMOLEKULARER BETA-ELIMINIERUNGEN [J].

BUNNETT, JF .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1962, 74 (19) :731-&

[6] KINETICS, PRODUCTS, AND MECHANISMS OF REACTION OF TERT-BUTYL CHLORIDE WITH SODIUM METHOXIDE IN METHANOL AND DIMETHYL-SULFOXIDE METHANOL SOLVENTS [J].

BUNNETT, JF ;

MIGDAL, CA .

JOURNAL OF ORGANIC CHEMISTRY, 1989, 54 (13) :3037-3041

[7] COMPARISON OF MERCAPTIDE AND ALKOXIDE IONS AS CATALYSTS FOR KETONE ISOMERIZATION [J].

BUNNETT, JF ;

RETALLIC.LA .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1967, 89 (02) :423-&

[8] OLEFIN-FORMING ELIMINATION INDUCED BY MERCAPTIDE IONS - VARIATION OF TRANSITION-STATE CHARACTER AS INDICATED BY SUBSTITUENT EFFECTS ON RATE [J].

BUNNETT, JF ;

SRIDHARAN, S ;

CAVIN, WP .

JOURNAL OF ORGANIC CHEMISTRY, 1979, 44 (09) :1463-1471

[9]

BUNNETT JF, 1973, J AM CHEM SOC, V95, P4473, DOI 10.1021/ja00794a610

[10] COMPARISON OF MERCAPTIDE AND ALKOXIDE IONS AS REAGENTS FOR OLEFIN-FORMING BETA ELIMINATION [J].

BUNNETT, JF ;

BACCIOCH.E .

JOURNAL OF ORGANIC CHEMISTRY, 1967, 32 (01) :11-&

← 1 2 3 →