KINETIC AND EQUILIBRIUM DATA FOR BASE-CATALYSED ADDITION OF METHANOL TO CYCLOALK-2-ENONES

被引：20

作者：

CHAMBERLAIN, P

WHITHAM, GH

机构：

[1] Dyson Perrins Laboratory, Oxford

来源：

JOURNAL OF THE CHEMICAL SOCIETY B-PHYSICAL ORGANIC | 1969年 / 09期

关键词：

D O I：

10.1039/j29690001131

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

3-Methoxycycloalkanones are rapidly formed by the action of 0.01 M-methanolic sodium methoxide on cycloalk-2-enones. The following apparent equilibrium constants for addition have been obtained: cyclopent-2-enone, 0; cyclohex-2-enone, 1.18; cyclohept-2-enone, >100: cyclo-oct-2-enone, >100; cyclonon-2-enone, 21.7 Rate constants for addition do not show marked variation with ring size; however, a clear inverse dependence on the equilibrium constants is observed.

引用

页码：1131 / +

页数：1

共 24 条

[11] MEDIUM RING UNSATURATED KETONES - INTERCONVERSIONS BETWEEN CYCLOALK-2-ENONES AND CYCLOALK-3-ENONES AND RELATED PHENOMENA
HEAP, N
WHITHAM, GH
[J]. JOURNAL OF THE CHEMICAL SOCIETY B-PHYSICAL ORGANIC, 1966, (02): : 164 - &
[12] CARBON BASICITY
HINE, J
WEIMAR, RD
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1965, 87 (15) : 3387 - &
[13] MECHANISM AND CATALYSIS OF SIMPLE CARBONYL GROUP REACTIONS
JENCKS, WP
[J]. PROGRESS IN PHYSICAL ORGANIC CHEMISTRY, 1964, 2 : 63 - 128
[14] NOYORI R, 1968, TETRAHEDRON LETT, P5443
[15] NOZAKI H, 1968, TETRAHEDRON LETT, P2025
[16] PARKER AJ, 1961, P CHEM SOC LONDON, P371
[17] Patai S., 1964, CHEM ALKENES, P469
[18] KINETICS OF ADDITION OF ALCOHOLS TO ACTIVATED VINYL COMPOUNDS
RING, RN
TESORO, GC
MOORE, DR
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1967, 32 (04) : 1091 - &
[19] CHROMIC ACID OXIDATION OF CYCLOHEXANONE . REACTION PRODUCTS
ROCEK, J
RIEHL, A
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1967, 32 (11) : 3569 - &
[20] EQUILIBRIA FOR ADDITIONS TO CARBONYL GROUP
SANDER, EG
JENCKS, WP
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1968, 90 (22) : 6154 - &

← 1 2 3 →