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

Publication

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:Computational Quantum Chemistry and Kinetics of the Interaction of OH and HO2 Radicals with 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