79186-46-2Relevant academic research and scientific papers
Regioselective Chemistry of Methoxyxenon Fluoride
Shellhamer, Dale F.,Curtis, Carol M.,Dunham, Robert H.,Hollingsworth, Don R.,Ragains, Mark L.,'et al.'
, p. 2751 - 2758 (2007/10/02)
Xenon difluoride (XeF2) react with methanol to form an unstable reactive species CH3OXeF (1).Formaldehyde is produced quantitatively by disproportionation in the absence of unsaturated hydrocarbons or with unreactive alkenes.Hydrogen fluoride generated in situ complexes with 1 to form 2 which reacts with unsaturated hydrocarbons of intermediate reactivity such as cis- or trans-1-phenylpropene (5c, 5t), indene (6), 2,3-dimethyl-1,3-butadiene (7), and norbornene (8) as an apparent fluorine electrophile and Markovnikov fluoromethoxy products are found.Reactionof XeF2 with methanol in the presence of boron trifluoride as catalyst forms the complex 3 which disproportionates to formaldehyde.Intermediate 3 reacts with unsaturated hydrocarbons of intermediate reactivity (5c, 5t, 6, 7, and 8) as a positive oxygen electrophile to give anti-Markovnikov fluoromethoxy products.However, very reactive (electron rich) alkenes such as dihydropyran (9) react rapidly with XeF2 to give a carbocation species before intermediate 1 (or its complex 2 or 3) can be formed.
EVIDENCE FOR THE EXISTENCE OF METHYL HYPOFLUORITE: METHANOLYSIS OF XENONDIFLUORIDE
Shellhamer, Dale F.,Curtis, Carol M.,Hollingsworth, Don R.,Ragains, Mark L.,Richardson, Ruthann E.,et.al.
, p. 2157 - 2160 (2007/10/02)
Methyl hypofluorite is indicated as an intermediate in the reaction of xenon difluoride with alkenes in methanol as solvent.
SYNTHESE ET PROPRIETES D'ETHERS β-MONOFLUORES
Baklouti, A.,Chaabouni, M. M.
, p. 45 - 56 (2007/10/02)
Two methods have been used for the synthesis of β-monofluorinated ethers.One is the methylation of α-fluorinated alcoholates obtained from corresponding 2-fluoroalcohols by action of NaH in T.H.F.The second method is the nucleophilic substitution of tosyl
