Ty. Lin et al., KINETICS OF 2,2'-BIPYRIDYL-CATALYZED OXIDATION OF ISOPROPYL-ALCOHOL WITH CHROMIC-ACID, Journal of the Chinese Chemical Society, 42(1), 1995, pp. 43-49
2,2'-Bipyridyl and some substituted compounds catalyze effectively the
oxidation of isopropyl alcohol by chromic acid. The reaction is first
order in chromium(VI), alcohol and 2,2'-bipyridyl; it is first order
in hydrogen ions at high acidity and slightly alters to second order a
t low acidity. The proposed mechanism shows that the rate-limiting ste
p is mainly the decomposition of a termolecular complex to products. H
owever, at low acidity, the formation step of this complex is a little
less reversible and hence somewhat rate-limiting. Electron-donating s
ubstituents at the 4-position enhance the catalytic activity. Electron
-withdrawing substituents at the 4- and 2-positions diminish the react
ion rates by electronic and steric factors.