The elimination kinetics of ethyl N-benzyl-N-cyclopropylcarbamate and ethyl diphenylcarbamate were investigated over the temperature range of 349.9-440.0 • C and the pressure range of 31-106 Torr. These reactions have been found to be homogeneous, unimolecular, and obey a first-order rate law. The products are ethylene, carbon monoxide, and the corresponding secondary amine. The rate coefficient is expressed by the following Arrhenius equations: For ethyl N-benzyl-N-cyclopropylcarbamate log k 1 (s −1 ) = (12.94 ± 0.09) − (198.5 ± 0.9) kJ mol −1 (2.303RT)For ethyl diphenylcarbamateThe presence of phenyl and bulky groups at the nitrogen atom of the ethylcarbamate showed a decrease in the rate of elimination. Steric factor may be operating during the process of decomposition of these substrates. These reactions appear to undergo a semipolar six-membered cyclic transition type of mechanism.
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