Reactivity of α-pinene epoxide in supercritical solvents

被引：25

作者：

Anikeev, V. I. ^{[1
]}

Il'ina, I. V. ^{[2
]}

Volcho, K. P. ^{[2
]}

Yermakova, A. ^{[1
]}

Salakhutdinov, N. F. ^{[2
]}

机构：

[1] Russian Acad Sci, Boreskov Inst Catalysis, Siberian Branch, Novosibirsk 630090, Russia

[2] Russian Acad Sci, Vorozhtsov Novosibirsk Inst Organ Chem, Siberian Branch, Novosibirsk 630090, Russia

来源：

JOURNAL OF SUPERCRITICAL FLUIDS | 2010年 / 52卷 / 01期

关键词：

Transformation of alpha-pinene epoxide; Supercritical carbon dioxide and low alcohols; HIGH-TEMPERATURE WATER; THERMAL-ISOMERIZATION; PINANE TERPENOIDS; TRANSFORMATIONS; ALCOHOLS; KINETICS; DEHYDRATION; MECHANISM;

D O I：

10.1016/j.supflu.2009.11.003

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

Thermal transformations of a-pinene epoxide in composite supercritical solvents that contain CO2, lower alcohols (ethanol, isopropyl alcohol) and water were studied in the temperature range of 387-575 K at pressure 13.5-21.5 MPa. Campholenic aldehyde and carveol were shown to be the main products of alpha-pinene epoxide reactions in supercritical solvents containing water. In the absence of water, thermolysis of alpha-pinene epoxide in supercritical solvent yields campholenic aldehyde and pinocamphone, with their total amount in the reaction mixture attaining 80%. Suggestions were made on the mechanism of alpha-pinene epoxide thermal isomerization depending on acidity of supercritical solvent. (C) 2010 Elsevier B.V. All rights reserved.

引用

页码：71 / 75

页数：5

共 30 条

[1] Kinetics and mechanism of cyclohexanol dehydration in high-temperature water [J].

Akiya, N ;

Savage, PE .

INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH, 2001, 40 (08) :1822-1831

[2] The thermal isomerization of terpene compounds in supercritical alcohols [J].

Anikeev, V. I. ;

Ermakova, A. ;

Chibiryaev, A. M. ;

Kozhevnikov, I. V. ;

Mikenin, P. E. .

RUSSIAN JOURNAL OF PHYSICAL CHEMISTRY A, 2007, 81 (05) :711-716

[3] Transformations of organic compounds in supercritical fluid solvents: From experiments to kinetics, thermodynamics, simulation, and practical applications [J].

Anikeev, V. I. .

KINETICS AND CATALYSIS, 2009, 50 (02) :284-296

[4]

Anikeev VI, 2003, RUSS J PHYS CHEM+, V77, P211

[5]

[Anonymous], 1999, CHEM SYNTHESIS USING

[6]

BOOTH AB, 1957, Patent No. 2803659

[7]

DASILVA KA, 2005, APPL CATAL A-GEN, V294, P106

[8]

DURBETAKI AJ, 1960, Patent No. 2949489

[9]

FRANCK EU, 1999, CHEM THERMODYNAMIC C, pCH9

[10] Friedlander synthesis of chiral alkyl-substituted 1,10-phenanthrolines [J].

Gladiali, S ;

Chelucci, G ;

Mudadu, MS ;

Gastaut, MA ;

Thummel, RP .

JOURNAL OF ORGANIC CHEMISTRY, 2001, 66 (02) :400-405

← 1 2 3 →