Journal of the Chemical Society, Faraday Transactions 1: Physical Chemistry in Condensed Phases p. 1413 - 1420 (1983)
Update date:2022-08-10
Topics:
Iftikhar, A.Awan
Flowers, Michael
In the temperature range 635-694 K, 70-80 percent of the methoxycyclopropane decomposing initially results in the formation of the isomerization products(E)- and (Z)-1-methoxyprop-1-ene and 3-methoxyprop-1-ene.THe residual decomposition results from approximately equal contributions from methyl-oxygen bond fission and the subsequent radical abstraction reactions.THe isomerization products are formed by homogeneous, non-radical, unimolecular pathways with high-pressure rate constants given by the equations k<(E)-+(Z)-1-methoxyprop-1-ene>/s-1 = 1013.29+/-0.75 exp(-226.5+/-9.5kJ mol-1/RT) and k(3-methoxyprop-1-ene)/s-1 = 1014.0+/-1.1exp(-254+/-14 kJ mol-1/RT).The methoxy group lowers the activation energy for opening the cyclopropane ring adjacent to the point of substitution by ca. 45 kJ mol-1.
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