Boron trifluoride-acetic acid sulfide

Related Reagents. Boron Trifluoride-Acetic Acid Boron Trifluoride-Acetic Anhydride Boron Trifluoride Etherate Boron Trifluoride Dimethyl Sulfide Tetrafluoroboric Acid. [Pg.88]

Oxidations with m-chloroperoxybenzoic acid are carried out in solutions in hexane, dichloromethane, chloroform, methanol, or tetrahydro-furan at temperatures ranging from -78 to 40 C. The applications of m-chloroperoxybenzoic acid are epoxidation [287, 314, 315, 316] the Baeyer-Villiger reaction [286, 315, 317, 378] and the oxidation of primary amines to nitro compounds [379], of tertiary amines to amine oxides [320], of sulfides to sulfoxides [327, 322, 323, 324], and of selenides to selenones [325]. Secondary alcohols are oxidized to ketones in the presence of hydrogen chloride [326], and acetals are oxidized to esters with boron trifluoride etherate as a catalyst [327]. The addition of potassium fluoride to reaction mixtures facilitates product isolation, because both m-chloroben-zoic acid and the unreacted m-chloroperoxybenzoic acid are precipitated... [Pg.13]

Reducing agents Aluminum hydride. Bis-3-methyl-2-butylborane. n-Butyllithium-Pyridine. Calcium borohydride. Chloroiridic acid. Chromous acetate. Chromous chloride. Chromous sulfate. Copper chromite. Diborane. Diborane-Boron trifluoride. Diborane-Sodium borohydride. Diethyl phosphonate. Diimide. Diisobutylaluminum hydride. Dimethyl sulfide. Hexamethylphosphorous triamide. Iridium tetrachloride. Lead. Lithium alkyla-mines. Lithium aluminum hydride. Lithium aluminum hydride-Aluminum chloride. Lithium-Ammonia. Lithium diisobutylmethylaluminum hydride. Lithium-Diphenyl. Lithium ethylenediamine. Lithium-Hexamethylphosphoric triamide. Lithium hydride. Lithium triethoxyaluminum hydride. Lithium tri-/-butoxyaluminum hydride. Nickel-aluminum alloy. Pyridine-n-Butyllithium. Sodium amalgam. Sodium-Ammonia. Sodium borohydride. Sodium borohydride-BFs, see DDQ. Sodium dihydrobis-(2-methoxyethoxy) aluminate. Sodium hydrosulflte. Sodium telluride. Stannous chloride. Tin-HBr. Tri-n-butyltin hydride. Trimethyl phosphite, see Dinitrogen tetroxide. [Pg.516]

Mercaptans add to olefins in good yields according to Markovnikoff s rule in the presence of sulfuric acid, boron trifluoride, or sulfur and also in an anti-Markovnikoff fashion in the presence of peroxides or via photochemical means. Vinyl chloride and allyl alcohol give lower yields than conjugated olehnic ketones, aldehydes, esters, and cyanides. Cupric acetate or triethylamine can be used as a catalyst for the reaction of methyl mercaptan with acrolein to give p-mercaptopropionaldehyde in 84% yield. Allene reacts homolytically with methanethiol to give allyl sulfide and the 1,3- and 1,2-dimethyl-thiopropanes. [Pg.180]