title: Preparation of (S)-1-Halo-2-octanols Using Ionic Liquids and Biocatalysts.
abstract: Preparation of (S)-1-chloro-2-octanol and (S)-1-bromo-2-octanol was carried out by the enzymatic hydrolysis of halohydrin palmitates using biocatalysts. Halohydrin palmitates were prepared by various methods from palmitic acid and 1,2-octanediol. A tandem hydrolysis was carried out using lipases from Candida antarctica (Novozym 435), Rhizomucor miehei (Lipozyme IM), and "resting cells" from a Rhizopus oryzae strain that was not mycotoxigenic. The influence of the enzyme and the reaction medium on the selective hydrolysis of isomeric mixtures of halohydrin esters is described. Novozym 435 allowed preparation of (S)-1-chloro-2-octanol and (S)-1-bromo-2-octanol after 1-3 h of reaction at 40 degrees C in [BMIM][PF(6)].
authors.affiliation: Chemistry Department, Lleida University, 25198-Lleida, Spain. mireia.oromi@quimica.udl.cat
authors.forename: Mireia
authors.initials: M
authors.lastname: Oromí-Farrús
authors.forename: Jordi
authors.initials: J
authors.lastname: Eras
authors.forename: Núria
authors.initials: N
authors.lastname: Sala
authors.forename: Mercè
authors.initials: M
authors.lastname: Torres
authors.forename: Ramon
authors.initials: R
authors.lastname: Canela
mesh_terms: D002384:Catalysis; D004800:Enzymes, Immobilized; D005656:Fungal Proteins; D052578:Ionic Liquids / Q000737:chemistry*; D008049:Lipase / Q000737:chemistry; D000442:Octanols / Q000378:metabolism*; D020103:Rhizomucor / Q000201:enzymology
chemical_list: C546755:(S)-1-bromo-2-octanol; C546754:(S)-1-chloro-2-octanol; D004800:Enzymes, Immobilized; D005656:Fungal Proteins; D052578:Ionic Liquids; D000442:Octanols; C093666:Lipozyme; C093667:Novozyme 435; D008049:Lipase