Rearrangements of verbenol epoxide in supercritical fluids

Rearrangements of verbenol epoxide in supercritical fluids Full article

Journal

ARKIVOC
ISSN: 1551-7004 , E-ISSN: 1551-7012

Output data

Year: 2011, Pages: 134-140 Pages count : 7 DOI: 10.3998/ark.5550190.0012.809

Tags

Verbenol epoxide; supercritical carbon dioxide; isopropyl alcohol; isomerization; terpenoid

Authors

Volcho Konstantin P. ¹ , Il'ina Irina V. ¹ , Salakhutdinov Nariman F. ¹ , Anikeev Vladimir I. ²

Affiliations

1	Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch, Russian Academy of Sciences, Prosp. Akad. Lavrent'eva 9, Novosibirsk 630090, Russian Federation
2	Boreskov Institute of Catalysis, Siberian Branch, Russian Academy of Sciences, Prosp. Akad. Lavrent'eva 5, Novosibirsk 630090, Russian Federation

Transformations of verbenol epoxide in a supercritical mixture of CO2, isopropyl alcohol, and water were studied. The main identified products were similar to those obtained in the presence of Montmorillonite clays, but with much shorter contact times and without an acid catalyst. The reactivity of verbenol epoxide in supercritical media differs dramatically from the behavior of this epoxide in the presence of Lewis acid ZnBr2. In contrast to studies of alpha-pinene epoxide transformations, the presence of water caused no essential changes in product distribution. The presence of triethylamine suppressed the rearrangements; obviously the reaction has cationic character.

Volcho K.P. , Il'ina I.V. , Salakhutdinov N.F. , Anikeev V.I.
Rearrangements of verbenol epoxide in supercritical fluids

ARKIVOC. 2011. P.134-140. DOI: 10.3998/ark.5550190.0012.809 WOS Scopus РИНЦ

Full text from publisher

Published online:

Feb 13, 2011

Web of science	WOS:000293127700009
Scopus	2-s2.0-79955154536
Elibrary	16991833
OpenAlex	W2515271912