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Kinetics of the gas-phase elimination of α-Bromophenylacetic acid under maximum inhibition

✍ Scribed by Gabriel Chuchani; Rosa M. Dominguez

Publisher
John Wiley and Sons
Year
1999
Tongue
English
Weight
117 KB
Volume
31
Category
Article
ISSN
0538-8066

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✦ Synopsis

The gas phase elimination kinetics of the title compound was studied over the temperature range of 260.1-315.0ЊC and pressure range of 20-70 Torr. This elimination, in seasoned static reaction system and in the presence of at least fourfold of the free radical inhibitor toluene, is homogeneous, unimolecular and follows a first-order rate law. The reaction yielded mainly benzaldehyde, CO, and HBr, and small amounts of benzylbromide and CO 2 . The observed rate coefficients are expressed by the following Arrhenius equations:

For benzaldehyde formation: Ϫ1 Ϫ1 Ϫ1 log k (s ) ϭ (12.23 Ϯ 0.26) Ϫ (164.9 Ϯ 2.7) kJ mol (2.303 RT) 1 For benzylbromide formation: Ϫ1 Ϫ1 Ϫ1 log k (s ) ϭ (13.82 Ϯ 0.50) Ϫ (192.8 Ϯ 5.5) kJ mol (2.303 RT) 1

The mechanisms are believed to proceed through a semi-polar five-membered cyclic transition state for the benzaldehyde formation, while a four-centered cyclic transition state for benzylbromide formation.

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