2003•Organic LettersRequires access

Synthesis of Mixed Acid Anhydrides from Methane and Carbon Dioxide in Acid Solvents

Mark Zerella, Sudip Mukhopadhyay, Alexis T. Bell

Abstract

[reaction: see text] The reaction of CH(4) with CO(2) has been performed in anhydrous acids using VO(acac)(2) and K(2)S(2)O(8) as promoters. NMR analysis establishes that the primary product is a mixed anhydride of acetic acid and the acid solvent. In sulfuric acid, the overall reaction is CH(4) + CO(2) + SO(3) --> CH(3)C(O)-O-SO(3)H. Hydrolysis of the mixed anhydride produces acetic acid and the solvent acid. When trifluoroacetic acid is the solvent, acetic acid is primarily formed via the reaction CH(4) + CF(3)COOH --> CH(3)COOH + CHF(3).

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Key concepts: Chemistry, Carbon dioxide, Methane, Organic chemistry, Carbon fibers, Composite number, Composite material, Materials science