Abstract
Quadricyclane, a highly strained hydrocarbon, is currently being evaluated by the U.S. Air Force as a possible high-performance aviation fuel. It is therefore important to discover how it would interact with the environment in the event of a spill. The reactions of quadricyclane were investigated in water, 50/50 wt % water/2-propanol and pure 2-propanol, and in abiotic aqueous soil environments consisting of four different naturally occurring soils. The reaction products were exo-5-norbornen-2-ol and nortricyclyl alcohol. The reactions in the three solvent systems were pseudo-first-order in quadricyclane. Second-order rate constants were determined from plots of the pseudo-first-order rate constants versus [H+] and were found to be 26.0 L mol-1 min-1 in water, 0.195 L mol-1min-1 in 50/50 water/2-propanol, and 0.099 L mol-1min-1 in 2-propanol, all at 25 °C. The soil experiments were run for periods of up to 9 months. The most important factor affecting the reactivity of quadricyclane in the soils was pH, w...
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