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Heteropoly Acid Catalysts for the Synthesis of Fragrance Compounds from Biorenewables: The Alkoxylation of Monoterpenes
Author(s) -
de Meireles Augusto L. P.,
dos Santos Costa Maíra,
da Silva Rocha Kelly A.,
Kozhevnikova Elena F.,
Kozhevnikov Ivan V.,
Gusevskaya Elena V.
Publication year - 2014
Publication title -
chemcatchem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.497
H-Index - 106
eISSN - 1867-3899
pISSN - 1867-3880
DOI - 10.1002/cctc.201402395
Subject(s) - camphene , chemistry , catalysis , pinene , limonene , organic chemistry , leaching (pedology) , homogeneous , environmentally friendly , monoterpene , salt (chemistry) , essential oil , chromatography , ecology , physics , environmental science , biology , soil science , soil water , thermodynamics
The cesium salt of tungstophosphoric heteropoly acid, Cs 2.5 H 0.5 PW 12 O 40 , is an active and environmentally friendly solid‐acid catalyst for the liquid‐phase alkoxylation of widespread monoterpenes, such as camphene, limonene, α‐pinene, and β‐pinene. These reactions provide isobornyl or α‐terpenyl ethers, useful as fragrances, in good to excellent yields. The reactions are equilibrium‐controlled and occur with high catalyst turnover numbers (TONs) up to 1500–4200 without catalyst leaching. Heteropoly acid H 3 PW 12 O 40 also efficiently catalyzes the alkoxylation of these monoterpenes under homogeneous conditions with TONs up to 1500–11 300.