Journal of Molecular Catalysis A-Chemical, Vol.165, No.1-2, 275-281, 2001
The catalysed synthesis of symmetrical ketones from alcohols
Reaction of a series of primary and secondary alcohols (1-propanol, 2-propanol, 1-butanol, 2-methyl-1-propanol, 1-pentanol, 1-hexanol and 1-heptanol) with O-2 over CeO2/MgO (1 atm, 450 degreesC) produced the symmetrical ketone with 2n-1 carbon atoms in 5-45% yield. The ketones were characterised by a combination of GC-MS and H-1 NMR spectroscopy. Aldehydes and aldol condensation products were the main products produced in competing reactions. No ketone was produced from the reaction of 2-methyl-2-propanol with oxygen. Reaction of a 1:I mixture of 1-hexanol and 1-heptanol over the CeO2/MgO catalyst produced a statistical yield of the three expected ketones. The data are consistent with oxidation of the alcohol to the acid followed by coupling of two acid molecules to give the symmetrical ketone.