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Catalytic Conversion of 1,2,3‐Trimethylbenzene Over HY Zeolite
Author(s) -
Ko AnNan,
Kuo Ching Tung
Publication year - 1993
Publication title -
journal of the chinese chemical society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.329
H-Index - 45
eISSN - 2192-6549
pISSN - 0009-4536
DOI - 10.1002/jccs.199300034
Subject(s) - chemistry , disproportionation , isomerization , toluene , carbonium ion , benzene , catalysis , zeolite , diphenylmethane , photochemistry , xylene , medicinal chemistry , organic chemistry
The reaction of 1,2,3‐trimethylbenzene (1,2,3‐TMB) over HY zeolite was investigated in a fixed‐bed flow reactor at 200‐300 °C under atmospheric pressure. The reaction products include toluene, pentamethylbenzene and isomers of xylene, 1,2,3‐TMB and tetramethylbenzene. Based on the time‐on‐stream theory, the types and initial selectivities of these products were determined from plots of product selectivity. 1,2,4‐TMB is initially produced from 1,2,3‐TMB via isomerization whereas o ‐xylene, m ‐xylene, 1,2,3,4‐ and 1,2,3,5‐tetramethylbenzene were primarily formed by disproportionation of 1,2,3‐TMB. Isomerization and disproportionation obeyed first‐ and second‐order kinetics, respectively; both reactions proceeded via a carbonium ion mechanism with the former occurring by methyl transfer on the benzene ring whereas the latter proceeded through the diphenylmethane transition state. The activation energies are 31.6 and 37.2 kJ mol −1 for isomerizaion and disproportionation, respectively.