Logo of Science Foundation Ireland  Logo of the Higher Education Authority, Ireland7 Capacities
Ireland's High-Performance Computing Centre | ICHEC
Home | News | Infrastructure | Outreach | Services | Research | Support | Education & Training | Consultancy | About Us | Login


Title:A Quantum Chemical Study of the Abnormal Reactivity of 2-Methoxyfuran
Authors:J. M. Simmie, K. P. Somers, K. Yasunaga, H. J. Curran, 2013
Abstract: The gas-phase pyrolytic and oxidative chemistry of furans has received much attention recently because of their potential as platform chemicals and biofuels. Typically these compounds exhibit very strong ring carbon to H or CH3 bonds. 2-Methoxyfuran had been reported to be exceptionally unstable in comparison to related substituted heterocycles in pyrolytic experiments. The origins of its reactivity are shown to be due to the very weak O–CH3, which at 189.5 ± 1.9 kJ mol−1 is some 200 kJ mol−1 weaker than C–H bonds in the molecule. We show that the reported reactivity is somewhat overestimated but that does not alter the fact that 2-methoxyfuran is exceptionally unstable. It may prove to be a useful alternative to azomethane as a thermal source of methyl radicals.
ICHEC Project:Ab initio studies on the combustion reactions of oxygenated biofuels
Publication:International Journal of Chemical Kinetics (2013) 45 (8) 531-541
URL: http://onlinelibrary.wiley.com/doi/10.1002/kin.20793/abstract
Status: Published

return to publications list