Oxidation of saturated hydrocarbons by hydrogen peroxide in pyridine solution catalysed by copper and iron perchlorates

1988 ◽  
pp. 936 ◽  
Author(s):  
Yurii V. Geletii ◽  
Valentina V. Lavrushko ◽  
Galina V. Lubimova
Keyword(s):  
Hydrogen Peroxide ◽  
Saturated Hydrocarbons ◽  
Pyridine Solution

The functionalisation of saturated hydrocarbons. Part XXI. The Fe(III)-catalyzed and the Cu(II)-catalyzed oxidation of saturated hydrocarbons by hydrogen peroxide: a comparative study

Tetrahedron ◽  
1992 ◽  
Vol 48 (14) ◽  
pp. 2895-2910 ◽  
Author(s):  
Derek H.R. Barton ◽  
Stéphanie D. Bévière ◽  
Warinthorn Chavasiri ◽  
Éva Csuhai ◽  
Darío Doller
Keyword(s):  
Hydrogen Peroxide ◽  
Comparative Study ◽  
Saturated Hydrocarbons ◽  
Catalyzed Oxidation

Bis(dimethoxymethyl) peroxide and bis(1,1-dimethoxyethyl) peroxide

1987 ◽  
Vol 65 (10) ◽  
pp. 2350-2355
Author(s):  
Karl R. Kopecky ◽  
José Molina
Keyword(s):  
Hydrogen Peroxide ◽  
Nuclear Magnetic Resonance ◽  
Magnetic Resonance ◽  
Nuclear Magnetic Resonance Spectrum ◽  
Dimethyl Carbonate ◽  
Methyl Formate ◽  
Resonance Spectrum ◽  
Pyridine Solution ◽  
Alkoxy Groups ◽  
Oxygen Bond

The title compounds 1 and 2, the first examples of peroxides polysubstituted at the α and α′ positions by alkoxy groups, are formed by benzophenone sensitized photooxygenation of trimethoxymethane and 1,1,1-trimethoxyethane, respectively. No peroxide was formed from tetramethoxymethane. Allowing 98% hydrogen peroxide and trimethoxymethane to stand results in an 80% yield of 1, so that 1 and 2 are probably formed by such a disproportionation reaction during photooxygenation. Compound 1 is converted quantitatively to methanol, methyl formate, and dimethyl carbonate in pyridine solution at 60 °C. In acidic methanol both 1 and 2 undergo solvolysis rapidly with exclusive cleavage of the carbon – peroxy oxygen bond. Signals for the ether and peroxy oxygens of 1 appear at 34 and 263 ppm and those of 2 appear at 40 and 264 ppm in the 17O nuclear magnetic resonance spectrum. Luminescence results when 1 and 2 are heated to 150 °C.

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