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The kinetics and mechanism of the pyrolysis elimination of methyl 4-bromocrotonate

✍ Scribed by Gabriel Chuchani; Ignacio Martin

Publisher
John Wiley and Sons
Year
1988
Tongue
English
Weight
299 KB
Volume
20
Category
Article
ISSN
0538-8066

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✦ Synopsis

The pyrolysis of methyl 4-hromocrotonate in the temperature range 300-340Β°C and pressure range 74-170 torr has been shown to he homogeneous, unimolecular, and to follow a first-order rate law. The reaction was carried out in a static system, seasoned with ally1 bromide, and in the presence of the radical chain exhibitor toluene. The rate coefficients are represented by the Arrhenius expression: log kl(s * ) = (13.30 t. 0.66) -(185.2 t 7.5) kJ mol '(2.303RTT'. The carbomethoxy group appears to provide anchimeric assistance in the process of dehydrobromination and lactone products formation. The partial rates for the parallel reaction have been estimated, reported, and discussed. The pyrolysis elimination is explained in terms of an intimate ion pair-type of mechanism.

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