Abstract
The gas-phase pyrolysis of 3-t-butoxyquadricyclane [1] was investigated over the temperature range 511–542 K at one atm in helium. The initial pyrolysis step is the isomerization of 3-t-butoxyquadricyclane to 7-t-butoxynorbornadiene (Ea = 38.49 ± 0.85 kcal/mole, log A = 15.44 ± 0.35). 7-t-butoxynorbornadiene exhibits a single unimolecular reaction pathway which produces a mixture of t-butoxycycloheptatrienes (Ea = 38.44 ± 0.63 kcal/mole, log A = 15.05 ± 0.26). This two-step mechanism affords fewer reactions than unsubstituted quadricyclane in the gas phase and could be useful for its reduced sooting potential. © 1996 John Wiley & Sons, Inc.
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