Homogeneous Gas-Phase Formation and Destruction of Anthranil from Ortho-Nitrotoluene Decomposition

摘要

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) =1.2x10 to the 13th exp(-26020/T)/s. The anthranil that is formed is very unstable under our conditions; the rate expression for disappearance has been found to be the following: k(anthranil)d = 3.7 x 10 to the 15th 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. Reprints. (mjm)