STILL ANOTHER CHANGE IN RATE-DETERMINING STEP FOR A SIMPLE CARBONYL ADDITION-REACTION - EVIDENCE FOR A KINETICALLY SIGNIFICANT PROTON-TRANSFER STEP IN ACID-CATALYZED O-METHYLOXIME FORMATION

被引:16
作者
SILVER, SM [1 ]
SAYER, JM [1 ]
机构
[1] BRANDEIS UNIV,GRAD DEPT BIOCHEM,WALTHAM,MA 02154
关键词
D O I
10.1021/ja00796a063
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
引用
收藏
页码:5073 / 5075
页数:3
相关论文
共 15 条
[1]   DIFFUSION-CONTROLLED PROTON TRANSFER IN INTRAMOLECULAR THIOL ESTER AMINOLYSIS AND THIAZOLINE HYDROLYSIS [J].
BARNETT, RE ;
JENCKS, WP .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1969, 91 (09) :2358-&
[2]   GENERAL ACID CATALYSIS OF SEMICARBAZONE FORMATION [J].
CORDES, EH ;
JENCKS, WP .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1962, 84 (22) :4319-&
[4]  
GRAVITZ N, TO BE PUBLISHED
[5]   SOLVATION AND BIFUNCTIONAL PROTON-TRANSFER OF (NH3)5PTNH23+ IN AQUEOUS-SOLUTION [J].
GRUNWALD, E ;
FONG, DW .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1972, 94 (21) :7371-&
[6]   KINETICS AND MECHANISM OF HYDROLYSIS OF N-ISOBUTYLIDENEMETHYLAMINE IN AQUEOUS SOLUTION [J].
HINE, J ;
CRAIG, JC ;
UNDERWOO.JG ;
VIA, FA .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1970, 92 (17) :5194-&
[7]   MECHANISM AND CATALYSIS OF SIMPLE CARBONYL GROUP REACTIONS [J].
JENCKS, WP .
PROGRESS IN PHYSICAL ORGANIC CHEMISTRY, 1964, 2 :63-128
[8]   STUDIES ON THE MECHANISM OF OXIME AND SEMICARBAZONE FORMATION [J].
JENCKS, WP .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1959, 81 (02) :475-481
[9]   KINETICS OF PROTON EXCHANGE IN AQUEOUS SOLUTIONS OF ACETATE BUFFER [J].
LUZ, Z ;
MEIBOOM, S .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1963, 85 (24) :3923-&
[10]   STUDIES OF INTRAMOLECULAR PROTON-TRANSFER TO CYSTEINE AND RELATED COMPOUNDS BY RELAXATION KINETICS [J].
MAASS, G ;
PETERS, F .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1972, 11 (05) :428-&