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10.
Kinetics and Mechanisms of Toluene Oxidation by
Tetramethylammonium Fluorochromate(VI), [TMAFC]
Seyed Abolfazl Seyedsadjadi a, Shahriare Ghammamy b*,
Omid Noori a, Zohreh Karbalaeyvali b and
Razieh Shakeri b
aDepartment of Chemistry, Iran University of Science &
Technology, Tehran, Iran
bDepartment of Chemistry, Faculty of Science, Imam Khomeini
International University, Qazvin, Iran
Correspondence author: Tel.: +98-281-3780040; fax: +98-281-3780040;
E-mail shghamamy@yahoo.com
Abstract:
In this work, the kinetics and mechanism of oxidation of
substituted toluene by tetrametheylammonium fluorochoromate (VI)
(TMAFC) in acetic acid have been studied. The main products are
the corresponding aldehydes. The product analysis was carried
out under kinetic conditions. The reactions between the
substrates and oxidant solutions were followed by monitoring the
absorption band at 352 nm using a uv-vis spectrophotometer. The
reaction was performed under pseudo-first-order conditions. The
pseudo-first-order rate constants were independent of the
initial concentration of TMAFC at constant substrate
concentration .the reaction is first order with respect to TMAFC.
The reaction has been studied in ten different organic solvents
and the dipole moment effect on the reaction has been analyzed.
The temperature dependence of the reaction indicates a
symmetrical cyclic transition state in the rate determining
step. Suitable mechanism has been proposed.
KEY WORDS: kinetics and mechanism, oxidation,
tetramethylammonium fluorochromate[VI], chrome[VI] oxidants,
Michaelis-Menten mechanism, Arrhenius, eyring equations.
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