STUDIES IN DECARBOXYLATION .7. 2-OXO-1-OXASPIRO[4,5]DECANE-4-CARBOXYLIC ACID

被引：3

作者：

BIGLEY, DB

MAY, RW

机构：

[1] University Chemical Laboratories, Canterbury, Kent

来源：

JOURNAL OF THE CHEMICAL SOCIETY B-PHYSICAL ORGANIC | 1969年 / 08期

关键词：

D O I：

10.1039/j29690000994

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The rates of decarboxylation of 2-oxo-1-oxaspiro[4,5]decane-4-carboxylic acid have been measured at five temperatures between 455.6 and 498.9°K. The reaction is first order and homogeneous with ΔH‡ = 29.0 kcal. mole-1 and ΔS‡ = -13.6 e.u. at 500°K, which suggests a concerted intramolecular mechanism for decomposition.

引用

页码：994 / &

共 11 条

[1] STUDIES IN DECARBOXYLATION .6. A COMPARISON OF TRANSITION STATES FOR DECARBOXYLATION OF BETA-KETO- AND BETAGAMMA-UNSATURATED ACIDS
BIGLEY, DB
THURMAN, JC
[J]. JOURNAL OF THE CHEMICAL SOCIETY B-PHYSICAL ORGANIC, 1968, (04): : 436 - &
[2] STUDIES IN DECARBOXYLATION .I. MECHANISM OF DECARBOXYLATION OF UNSATURATED ACIDS
BIGLEY, DB
[J]. JOURNAL OF THE CHEMICAL SOCIETY, 1964, (OCT): : 3897 - &
[3] STUDIES IN DECARBOXYLATION .4. EFFECT OF ALKYL SUBSTITUENTS ON RATE OF GAS-PHASE DECARBOXYLATION OF SOME BETAGAMMA-UNSATURATED ACIDS
BIGLEY, DB
MAY, RW
[J]. JOURNAL OF THE CHEMICAL SOCIETY B-PHYSICAL ORGANIC, 1967, (06): : 557 - &
[4] THE DECARBOXYLATION OF MALONIC ACID IN TRIETHYL PHOSPHATE
CLARK, LW
[J]. JOURNAL OF PHYSICAL CHEMISTRY, 1956, 60 (07) : 1150 - 1151
[5] ECOTT EN, 1929, J CHEM SOC, P2160
[6] The chemistry of the three-carbon system Part XVIII Quantitative investigations on the influence of alkyl substituents on the alpha beta-beta gamma change in unsaturated acids - Observations on the reduction of sorbic acid, and a new synthesis of pyroterebic acid
Goldberg, AA
Linstead, RP
[J]. JOURNAL OF THE CHEMICAL SOCIETY, 1928, : 2343 - 2360
[7] Guggenheim EA, 1926, PHILOS MAG, V2, P538
[8] EXTENSION OF THE MODIFIED STOBBE CONDENSATION - ACID-CATALYZED DECOMPOSITION OF THE PRODUCTS AND A LACTO-ENOIC TAUTOMERISM
JOHNSON, WS
PETERSEN, JW
SCHNEIDER, WP
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1947, 69 (01) : 74 - 79
[9] STUDIES IN DECARBOXYLATION AND LACTO ENOIC TAUTOMERISM .4. PARACONIC ACIDS
JOHNSON, WS
HUNT, RH
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1950, 72 (02) : 935 - 939
[10] THE STOBBE CONDENSATION WITH CYCLOHEXANONE
JOHNSON, WS
DAVIS, CE
HUNT, RH
STORK, G
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1948, 70 (09) : 3021 - 3023

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