Abstract
The elimination kinetics of α-bromo-o-toluic acid have been studied over the temperature range of 623.3–673.6 K and pressure range of 22–43 Torr. The reaction products are phthalide and HBr gas. The rate coefficient for the homogeneous unimolecular elimination is expressed by the following equation: log k1 (s−1)=(11.69±0.13)−(182.1±1.6)kJ mol−1(2.303RT)−1. The formation of phthalide product suggests participation of the carbonyl oxygen of the COOH group. The present result provides additional evidence of an intimate ion pair mechanism in the gas phase pyrolysis of some type of haloacids in the gas phase.
Similar content being viewed by others
References
G. Chuchani, R.M. Dominguez, I. Martín:React. Kinet. Catal. Lett.,30, 77 (1986).
E.L. Eliel, D.E. Rivard:J. Org. Chem.,17, 1252 (1952).
L. Reichel, W. Hampel:Z. Chem.,3, 190 (1963).
G. Chuchani, I. Martín, D.B. Bigley:Int. J. Chem. Kinet.,11 109 (1978).
Author information
Authors and Affiliations
Rights and permissions
About this article
Cite this article
Chuchani, G., Domínguez, R.M. Gas phase elimination kinetics of α-bromo-o-toluic acid. Participation of the COOH group. React Kinet Catal Lett 59, 53–58 (1996). https://doi.org/10.1007/BF02067992
Received:
Accepted:
Issue Date:
DOI: https://doi.org/10.1007/BF02067992