Reactions of carbonyl compounds in basic solutions. Part 30. The effect of 2-formyl,2,6-diformyl and 2-trifluoroacetyl substituents on the alkaline and neutral hydrolysis of methyl benzoate and phenyl acetate

被引：7

作者：

Bowden, K ^{[1
]}

Izadi, J ^{[1
]}

Powell, SL ^{[1
]}

机构：

[1] Univ Essex, Dept Chem & Biol Sci, Colchester CO4 3SQ, Essex, England

来源：

JOURNAL OF CHEMICAL RESEARCH | 1997年 / 11期

关键词：

D O I：

10.1039/a703218h

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Rate coefficients are measured for the alkaline hydrolysis of methyl 2-formyl-, 2,6-diformyl- and 2-trifluoroacetyl-benzoates and for the alkaline and neutral hydrolysis of 2-formyl-, 2,6-diformyl-4-methyl- and 2-trifluoroacetyl-phenyl acetates in water at several temperatures: the relative rates of hydrolysis and activation parameters demonstrate neighbouring group participation by the acyl-carbonyl groups in the ester hydrolysis.

引用

页码：404 / +

页数：2

共 27 条

[1] Reactions of carbonyl compounds in basic solutions .29. The alkaline hydrolysis of unsaturated lactones [J].

Agnihotri, K ;

Bowden, K .

JOURNAL OF CHEMICAL RESEARCH-S, 1997, (08) :308-&

[2]

AGNIHOTRI K, 1997, J CHEM RES M, P1929

[3] KINETICS AND MECHANISM OF HYDROXIDE ION AND MORPHOLINE-CATALYZED HYDROLYSIS OF METHYL O-FORMYLBENZOATE . PARTICIPATION BY NEIGHBORING ALDEHYDE GROUP [J].

BENDER, ML ;

REINSTEI.JA ;

SILVER, MS ;

MIKULAK, R .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1965, 87 (20) :4545-&

[4] REACTIONS OF CARBONYL COMPOUNDS IN BASIC SOLUTIONS .3. MECHANISM OF ALKALINE HYDROLYSIS OF METHYL 2-AROYL-BENZOATES AND 2-ACYL-BENZOATES AND RELATED ESTERS [J].

BOWDEN, K ;

TAYLOR, GR .

JOURNAL OF THE CHEMICAL SOCIETY B-PHYSICAL ORGANIC, 1971, (01) :149-&

[5] REACTIONS OF CARBONYL-COMPOUNDS IN BASIC SOLUTIONS .5. MECHANISM OF ALKALINE-HYDROLYSIS OF METHYL 8-(3- OR 4-SUBSTITUTED BENZOYL)-, 8-FORMYL-,1-NAPHTHOATES AND 8-PIVALOYL-1-NAPHTHOATES AND METHYL "5-FORMYL-PHENANTHRENE-4-CARBOXYLATE - NEIGHBORING-GROUP PARTICIPATION BY CARBONYL GROUPS [J].

BOWDEN, K ;

LAST, AM .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1973, (04) :345-351

[6] NEIGHBORING GROUP PARTICIPATION BY CARBONYL GROUPS IN ESTER HYDROLYSIS [J].

BOWDEN, K .

ADVANCES IN PHYSICAL ORGANIC CHEMISTRY, 1993, 28 :171-206

[7] REACTIONS OF CARBONYL-COMPOUNDS IN BASIC SOLUTIONS .18. THE MECHANISMS OF THE ALKALINE-HYDROLYSIS OF METHYL BENZIL-2-CARBOXYLATES AND 2-PHENYLACETYLBENZOATES [J].

BOWDEN, K ;

MALIK, FP .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1993, (01) :7-9

[8] NEIGHBORING GROUP PARTICIPATION BY A CARBONYL GROUP IN THE HYDROLYSIS OF METHYL BENZIL-2-CARBOXYLATES [J].

BOWDEN, K ;

MALIK, FP .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1992, (01) :5-6

[9]

BOWDEN K, UNPUB

[10]

BOWDEN K, 1995, CHEM SOC REV, V25, P431

← 1 2 3 →