Kinetics and mechanism of elimination of methoxyphenethyl chlorides in the gas phase |
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Authors: | R M Domînguez A Rotinov J A Hernández A I Martín J D Medina and G Chuchani |
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Institution: | (1) Centro de Química, Instituto Venezolano de Investigaciones Científicas, Apartado 21827, 1020-A Caracas, Venezuela |
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Abstract: | The kinetics for the gas phase elimination of o-and m-methoxy-2-phenylethyl chlorides have been investigated over the temperature range of 390-464°C and pressure range of 38–119 Torr. The reactions in seasoned vessels and in the presence of the free radical inhibitor propene, are homogeneous and unimolecular and follow a first-order rate law. The o-anisyl and p-anisyl substituents at the -position of ethyl chloride assist anchimerically the elimination processes. The formation of a cyclic product, benzodihydrofuran, from o-methoxy-2-phenylethyl chloride suggests an intimate ion pair mechanism operating in this reaction.
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![ncy](/content/p271857523684443/xxlarge1085.gif) ![ncy](/content/p271857523684443/xxlarge1085.gif) ![ocy](/content/p271857523684443/xxlarge1086.gif) ![pcy](/content/p271857523684443/xxlarge1087.gif) ![acy](/content/p271857523684443/xxlarge1072.gif) ![rcy](/content/p271857523684443/xxlarge1088.gif) .
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