Comparative Thermolysis of β-and α-Pinenes in Supercritical Ethanol: The Reaction Characterization and Enantiomeric Ratios of Products | Sciact - CRIS-system of Boreskov Institute of Catalysis

Comparative Thermolysis of β-and α-Pinenes in Supercritical Ethanol: The Reaction Characterization and Enantiomeric Ratios of Products Full article

Journal

Russian Chemical Bulletin
ISSN: 1066-5285 , E-ISSN: 1573-9171

Output data

Year: 2007, Volume: 56, Number: 6, Pages: 1234-1238 Pages count : 5 DOI: 10.1007/s11172-007-0186-x

Tags

α-myrcene, Ethanol, Limonene, Monoterpenes, Pinenes, Supercritical media, Thermolysis

Authors

Chibiryaev A.M. ^1,2 , Yermakova A.I. ³ , Kozhevnikov I.V. ² , Sal’nikova O.I. ¹ , Anikeev V.I. ³

Affiliations

1	N. N. Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences, 9 prosp. Akad. Lavrent´eva, 630090 Novosibirsk, Russian Federation
2	Department of Natural Sciences, Novosibirsk State University, 2 ul. Pirogova, 630090 Novosibirsk, Russian Federation
3	G. K. Boreskov Institute of Catalysis, Siberian Branch of the Russian Academy of Sciences, 5 prosp. Akad. Lavrent'eva, 630090 Novosibirsk, Russian Federation

Funding (1)

Russian Foundation for Basic Research

06-08-00024

The thermolysis of β-pinene and the co-thermolysis of an equimolar mixture of β-and α-pinenes in supercritical ethanol were carried out. The reaction of β-pinene affords β-myrcene as the major product (>70%). Considerable differences in the temperature dependence of the reaction rate were revealed for the transformations of β-pinene into β-myrcene and of α-pinene into limonene. The pre-exponential factors and the activation energies were calculated. The enantiomeric ratios of the thermolysis products of β-and α-pinenes and limonene were estimated. The starting monoterpenes do not undergo racemization during thermolysis. The thermolysis of enantiomerically pure α-pinene affords racemic (±)-limonene, whereas (−)-β-pinene gives (−)-limonene. The enantiomeric ratio in the latter remains equal to the enantiomeric purity of the starting β-pinene.

Chibiryaev A.M. , Yermakova A.I. , Kozhevnikov I.V. , Sal’nikova O.I. , Anikeev V.I.
Comparative Thermolysis of β-and α-Pinenes in Supercritical Ethanol: The Reaction Characterization and Enantiomeric Ratios of Products
Russian Chemical Bulletin. 2007. V.56. N6. P.1234-1238. DOI: 10.1007/s11172-007-0186-x WOS Scopus РИНЦ ANCAN OpenAlex

Чибиряев А.М. , Ермакова А. , Кожевников И.В. , Сальникова О.И. , Аникеев В.И.
Сравнительный термолиз β- и α-пиненов в сверхкритическом этаноле: особенности реакций и энантиомерный состав продуктов
Известия Академии наук. Серия химическая. 2007. №6. С.1188-1192. РИНЦ

Submitted:	Mar 30, 2007
Published print:	Jun 1, 2007

Web of science:	WOS:000251971700021
Scopus:	2-s2.0-36949034959
Elibrary:	13547993
Chemical Abstracts:	2007:1407961
Chemical Abstracts (print):	149:402512
OpenAlex:	W2086215946

DB	Citing
Web of science	13
Scopus	15
Elibrary	15
OpenAlex	13