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
收藏
页码:71 / 75
页数:5
相关论文
共 50 条
  • [1] The thermolysis of α-pinene and verbenone epoxides in supercritical solvents
    V. I. Anikeev
    I. V. Il’ina
    K. P. Volcho
    A. Ermakova
    N. F. Salakhutdinov
    Russian Journal of Physical Chemistry A, 2010, 84 : 1112 - 1117
  • [2] The thermolysis of α-pinene and verbenone epoxides in supercritical solvents
    Anikeev, V. I.
    Il'ina, I. V.
    Volcho, K. P.
    Ermakova, A.
    Salakhutdinov, N. F.
    RUSSIAN JOURNAL OF PHYSICAL CHEMISTRY A, 2010, 84 (07) : 1112 - 1117
  • [3] Solubility of turpentine and separation of α-pinene and β-pinene in supercritical carbon dioxide
    Liu, Xiongmin
    Li, Piaoying
    Zou, Dezheng
    Li, Fei
    Huagong Xuebao/Journal of Chemical Industry and Engineering (China), 1994, 45 (01): : 117 - 119
  • [4] Binary diffusion coefficients of α-pinene and β-pinene in supercritical carbon dioxide
    Silva, CM
    Filho, CA
    Quadri, MB
    Macedo, EA
    JOURNAL OF SUPERCRITICAL FLUIDS, 2004, 32 (1-3): : 167 - 175
  • [5] Thermal isomerization of α-pinene in supercritical ethanol
    Yermakova, A.
    Chibiryaev, A. M.
    Kozhevnikov, I. V.
    Mikenin, P. E.
    Anikeev, V. I.
    CHEMICAL ENGINEERING SCIENCE, 2007, 62 (09) : 2414 - 2421
  • [6] Thermolysis of α-pinene in supercritical lower alcohols
    Chibiryaev, A. M.
    Anikeev, V. I.
    Yermakova, A.
    Mikenin, P. E.
    Kozhevnikov, L. V.
    Sal'nikova, O. I.
    RUSSIAN CHEMICAL BULLETIN, 2006, 55 (06) : 987 - 992
  • [7] Thermolysis of α-pinene in supercritical lower alcohols
    A. M. Chibiryaev
    V. I. Anikeev
    A. Yermakova
    P. E. Mikenin
    I. V. Kozhevnikov
    O. I. Sal’nikova
    Russian Chemical Bulletin, 2006, 55 : 987 - 992
  • [8] Ultrafast time resolved studies of solvation and reactivity in supercritical fluid solvents.
    Khajehpour, M
    Greever, J
    Kauffman, JF
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1998, 215 : U171 - U172
  • [9] SUPERCRITICAL SOLVENTS
    CARMIGNANI, S
    CHIMICA & L INDUSTRIA, 1989, 71 (7-8): : 6 - 8
  • [10] Catalytic Isomerization of α-Pinene Epoxide Over a Natural Zeolite
    Sanchez-Velandia, Julian E.
    Gelves, John F.
    Marquez, Marco A.
    Dorkis, Ludovic
    Villa, Aida-Luz
    CATALYSIS LETTERS, 2020, 150 (11) : 3132 - 3148