Gas-Phase Pyrolytic Reaction of 3-Phenoxy and 3-Phenylsulfanyl-1-propanol Derivatives:Kinetic and Mechanistic Study

摘要

3-Phenoxy-1-propanols 1a-c and 3-phenylsulfanyl-1-propanols 2a-c containing primary,secondary,and tertiary alcohols were prepared and subjected to gas-phase pyrolysis in a static reaction system.Pyrolysis of 4-phenyl-1-butanol 3,2-methyl-3-phenyl-1-propanol 4,and 2-methyl-3-phenylpropanoic acid 5 was also studied,and results were compared with those obtained for compounds 1-3.The pyrolytic reactions were homogeneous and followed a first-order rate equation.Analysis of the pyrolysate showed the products to be phenol(from la to lc),thiophenol(from 2a to 2c),and toluene(from 3 to 5)and carbonyl compounds.The kinetic results and product analysis of each of the nine investigated compounds are rationalized in terms of a plausible transition state for the elimination pathway.