381-88-4Relevant articles and documents
METHODS FOR FUNCTIONALIZATION HYDROCARBONS
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Page/Page column 0158; 0163; 0182, (2020/09/27)
In one aspect, the disclosure relates to a method for functionalizing hydrocarbons. In a further aspect, the method involves heating a hydrocarbon with a composition having an acid and an oxidant. In other aspects, the composition can further include an iodine-based compound and/or a compound having formula AaXn. In any of these aspects, the oxidant can be regenerated in situ or in a separate regeneration step. Also disclosed are functionalized hydrocarbons produced by the disclosed method. This abstract is intended as a scanning tool for purposes of searching in the particular art and is not intended to be limiting of the present disclosure.
High-yield, radical-initiated oxidative functionalization of ethane by perfluorocarboxylic acid anhydrides. Role of metal ions in catalytic alkane oxidations in the presence of perfluorocarboxylic acid anhydrides
Hogan, Terrence,Sen, Ayusman
, p. 2642 - 2646 (2007/10/03)
Hydrogen peroxide and a trace of either ethene or propene initiated the conversion of ethane to propionic acid and its mixed anhydride (CH3CH2CO2H + CH3CH2COOCOCF3) and trifluoromethyl ethyl ketone, CH3CH2COCF3, by trifluoroacetic anhydride at 80 °C. For a fixed amount of H2O2, the amount of products formed increased with increasing amount of trifluoroacetic anhydride employed and was always higher than the amount of H2O2 added. These products were also obtained when H2O2 was replaced by other radical initiators: m-chloroperbenzoic acid, azobisisobutyronitrile, and PbEt4. With PbEt4, ethene or propene was not required for product formation and close to 500 equiv of products was formed for every equivalent of PbEt4 employed! Longer chain perfluorocarboxylic acid anhydrides reacted analogously; however, as the R(f) group increased in length, a corresponding increase in mixed anhydride to ketone selectivity was observed. Methane gave very little product under the reaction conditions whereas propane underwent simple stoichiometric oxidation to 2-propanol and acetone by H2O2. The addition of (CF3CO2)2Pd to the ethane reaction resulted in simple oxidation to ethanol and acetaldehyde in amounts lower than that corresponding to the H2O2 present. In complete contrast to the ethane reaction, the yield of products from methane increased significantly (although less than the H2O2 added) upon the addition of (CF3CO2)2Pd, with methanol being the principal product.