Kinetics Database Resources
Al-Awadi, N.; Kaul, K.; El-Dusouqui, O. M. E.
Title: Kinetics and mechanism of thermal gas-phase elimination of alpha-substituted carboxylic acids: role of relative basicity of alpha-substituents and acidity of incipient proton
Journal: J. Phys. Org. Chem.
Page(s): 499 - 504
Reference type: Journal article
2-(4-methylphenoxy)propanoic acid → CH3CHO + 4-Methylphenol + CO
Rate constants were determined by following disappearance of the starting substrate. Analytical techniques were said to involve GC-MS, FT-IR, and HPLC, but procedures are not clearly delineated. The arene product was identified in the pyrolysate.
The uncertainties are from the statistical analyses, but the degree of confidence or number of standard uncertainties is not specified.
The authors cite computational work from the literature indicating the overall reaction is a two step process, initially leading to a (substituted) phenol and alpha-propanoic acid lactone, followed by rapid decomposition of the latter compound to give CO and CH3CHO.
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Rate constant values calculated from the Arrhenius expression: