Journal of the American Chemical Society p. 3754 - 3759 (1988)
Update date:2022-08-03
Topics:
He, Y. Z.
Cui, J. P.
Mallard, W. G.
Tsang, W.
Dilute quantities of o-nitrotoluene and anthranil have been pyrolyzed in comparative rate single pulse shock tube experiments.Rather than C-NO2 bond cleavage and NO2 isomerization found as major channels in p-nitrotoluene decomposition, we demonstrate that the important pathway for pyrolysis involves the formation of anthranil with the following overall rate expression: k(o-nitrotoluene -> anthranil) = 1.2 x 1013 exp(-26020/T)/s.The anthranil that is formed is very unstable under our conditions; the rate expression for disappearence has been found to be the following: k(anthranil)d = 3.7 x 1015 exp(-25800/T)/s.Arguments are presented that suggest that the first rate expression is representative of a retroene reaction and the second expression is for the breaking of the N-O bond in anthranil.These conclusions emphasize the difference in results from shock tube and laser pyrolysis experiments.Their implications on the initiation reactions in the decomposition of nitroaromatic explosives are discussed.
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