Notes - Decarbethoxylation of Perfluoroacid Esters

Bergman, Elliot

doi:10.1021/jo01097a039

Cited by 20 publications

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“…C-CF 3 > C-F (because of coulombian repulsions) > COMe. However, when an excess of MTFA was used, methoxide was probably trapped by MTFA to provide another tetrahedral intermediate 7, analogous to those reported by us [14] or other teams [17,18]. 7 could be also a source of trifluoromethyl anions (Scheme 5).…”

Section: Resultssupporting

confidence: 71%

Nucleophilic trifluoromethylation of aryl halides with methyl trifluoroacetate

Langlois

Roques

2007

Journal of Fluorine Chemistry

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Section: Resultssupporting

confidence: 71%

Nucleophilic trifluoromethylation of aryl halides with methyl trifluoroacetate

Langlois

Roques

2007

Journal of Fluorine Chemistry

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“…Acid hydrolysis hydrolyzes the trifluoromethyl group in perfluorotoluene to a carboxylic group (396]. (226) Fluoroform Reaction H2S04 .. reflux 1 week [396] Trifluoromethyl and generally perfluoroalkyl ketones are cleaved by strong alkalies to acids and fluoroform or IH-perfluoroalkane, respectively (397,398]. (227) C6H5COCFs 10% KOH .. C6H5C02H + CHFs [397] (228) EtONa, EIOH;a CsH F reflux 7 [398] 71% 30%…”

Section: Hydrolysis Of Perfluoro Compoundsmentioning

confidence: 99%

Organic Fluorine Chemistry

Hudlický

1971

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“…The compounds used were commercial rzagents of highest purity available except cthyl trifluoroacetate which was prepared according to1Bergman[42].…”

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confidence: 99%

Molecular Spectroscopy by Means of ESCA III.Carbon compounds

et al. 1970

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Carbon 1s energies are measured by ESCA for a series of aliphatic saturated compounds, carbonyl compounds, and some aromatic compounds. For convenient use in chemical structure analysis the binding energy shifts are correlated with a charge parameter obtained from electronegativity considerations. The shifts are also analyzed in terms of group shifts from which group electronegativities are derived. A comparison is made between the shifts in solid and gaseous samples and it is shown that solid state effects are small for non-ionic compounds. The observed shifts are then compared with results of semi-empirical and ab initio molecular orbital calculations on free molecules. The theoretical calculations are simplified by use of an electrostatic potential model.

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Notes - Decarbethoxylation of Perfluoroacid Esters

Cited by 20 publications

References 0 publications

Nucleophilic trifluoromethylation of aryl halides with methyl trifluoroacetate

Nucleophilic trifluoromethylation of aryl halides with methyl trifluoroacetate

Organic Fluorine Chemistry

Molecular Spectroscopy by Means of ESCA III.Carbon compounds

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