Isomerization of α-Pinene Oxide: Solvent Effects, Kinetics and Thermodynamics

被引:17
|
作者
Maki-Arvela, Paivi [1 ]
Shcherban, Nataliya [1 ,2 ]
Lozachmeur, Chloe [1 ]
Russo, Vincenzo [3 ]
Warna, Johan [1 ]
Murzin, Dmitry Yu. [1 ]
机构
[1] Abo Akad Univ, Johan Gadolin Proc Chem Ctr, Turku, Finland
[2] Natl Acad Sci Ukraine, LV Pisarzhevsky Inst Phys Chem, 31 Pr Nauky, UA-03028 Kiev, Ukraine
[3] Univ Napoli Federico II, Via Cintia 4, I-80126 Naples, Italy
关键词
-Pinene oxide; Isomerization; Solvent effect; Kinetic modelling; Thermodynamics; ZINC TRIFLATE CATALYSTS; TRANS-CARVEOL; ALDEHYDE;
D O I
10.1007/s10562-018-2617-8
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
Kinetics and thermodynamics of -pinene oxide isomerization was investigated both theoretically and experimentally in different solvents in the temperature range of 50-140 degrees C using different zeolites, iron modified zeolites, Fe-H-MCM-41 and micro-mesoporous ZSM-5 derived catalysts. The aim was to elucidate the effect of solvent basicity and polarity on the product distribution in this reaction giving as the main value-added products campholenic aldehyde and trans-carveol, which are used as fragrances and perfumes. A generic kinetic first order model was developed composed of both parallel and consecutive routes. A thermodynamic analysis showed that product selectivity is determined by kinetic control and not by thermodynamics. Formation of campholenic aldehyde was favored in non-polar solvents, whereas basic solvents promoted formation of trans-carveol independent on temperature. [GRAPHICS] .
引用
收藏
页码:203 / 214
页数:12
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