HYDROXYLATION AND MECHANISTIC STUDIES OF ALPHA,BETA-UNSATURATED COMPOUNDS WITH ALKALINE HEXACYANOFERRATE (III)

Citation
Kks. Gupta et al., HYDROXYLATION AND MECHANISTIC STUDIES OF ALPHA,BETA-UNSATURATED COMPOUNDS WITH ALKALINE HEXACYANOFERRATE (III), Indian journal of chemistry. Sect. A: Inorganic, physical, theoretical & analytical, 36(9), 1997, pp. 798-801
Citations number
5
Journal title
Indian journal of chemistry. Sect. A: Inorganic, physical, theoretical & analytical
ISSN journal
03764710 → ACNP
Volume
36
Issue
9
Year of publication
1997
Pages
798 - 801
Database
ISI
SICI code
0376-4710(1997)36:9<798:HAMSOA>2.0.ZU;2-B
Abstract
The reactions of three alpha,beta-unsaturated compounds of the type CH 2=CHX (where X = -CN, -CONH2 and -CO2-) with alkaline hexacyanoferrate (III) have been studied. The reactions take place according to the ra te expression, d[Fe(CN)(6)(3-)] / dt = k [Fe(CN)(6)(3-)] [CH2=CHX] [OH -]. The values of k at 318K are 7.2 x 10(-4), 4.45 x 10(-4) and 3.2 x 10(-4) (dm(6) mol(-2) s(-1)) in the oxidations of the respective subst rates. The oxidation rates-follow the order : -CN> -CONH2 > -CO2-. The substrates are oxidized to give diols under kinetic conditions. Tenta tive reaction mechanism leading to the formation of oxidation products has been suggested.