KINETICS AND MECHANISM OF THE CATALYTIC-OXIDATION OF CYCLOPENTENE TO GLUTARALDEHYDE WITH AQUEOUS HYDROGEN-PEROXIDE

Citation
Wl. Dai et al., KINETICS AND MECHANISM OF THE CATALYTIC-OXIDATION OF CYCLOPENTENE TO GLUTARALDEHYDE WITH AQUEOUS HYDROGEN-PEROXIDE, Indian journal of chemistry. Sect. B: organic chemistry, including medical chemistry, 36(7), 1997, pp. 583-589
Citations number
23
Categorie Soggetti
Chemistry Inorganic & Nuclear
ISSN journal
03764699
Volume
36
Issue
7
Year of publication
1997
Pages
583 - 589
Database
ISI
SICI code
0376-4699(1997)36:7<583:KAMOTC>2.0.ZU;2-Q
Abstract
Kinetics and mechanism of the catalytic oxidation of cyclopentene to g lutaraldehyde by aqueous hydrogen peroxide have been studied. In tungs tic acid-t-butanol system, cyclopentene is first oxidized to cyclopent ene oxide almost quantitatively, which is then transferred into an int ermediate. The intermediate, which is separated and identified as beta -hydroxycyclopentylhydroperoxide, can easily change: into glutaraldehy de during purification. The study shows that during the formation of t he intermediate two by-products are also formed. These three reactions are found to be of first-order parallel reactions. The effects of tem perature and concentration of tungstic acid, hydrogen peroxide, water and t-butanol on the reaction rates have been studied. A suitable mech anism for the reaction has bean proposed.