Issue 14, 2015

Fe(iii)-catalyzed α-terpinyl derivatives synthesis from β-pinene via reactions with hydrogen peroxide in alcoholic solutions

Abstract

In this study, a novel and environmentally benign Fe(III)-catalyzed terpinyl derivatives synthesis using hydrogen peroxide in alcohol solutions (i.e. methyl, ethyl, propyl, isopropyl and butyl alcohols) was investigated. The use of Brønsted acid catalysts was avoided and β-pinene was used as the starting reactant. High conversions (ca. 90%) and combined selectivities for the α-terpineol and terpinyl alkyl ethers (ca. 70–73%) were obtained when Fe(NO3)3 was used as the catalyst. The role of each component catalyst system was studied with special focus on the solvent. The use of a biodegradable and renewable origin solvent (ethyl alcohol), which was added to an inexpensive and mildly toxic catalyst and a green oxidant are the main positive features of this process.

Graphical abstract: Fe(iii)-catalyzed α-terpinyl derivatives synthesis from β-pinene via reactions with hydrogen peroxide in alcoholic solutions

Supplementary files

Article information

Article type
Paper
Submitted
24 Oct 2014
Accepted
19 Dec 2014
First published
22 Dec 2014

RSC Adv., 2015,5, 10529-10536

Author version available

Fe(III)-catalyzed α-terpinyl derivatives synthesis from β-pinene via reactions with hydrogen peroxide in alcoholic solutions

M. J. da Silva, D. M. Carari and A. Manoel da Silva, RSC Adv., 2015, 5, 10529 DOI: 10.1039/C4RA13112F

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