Abstract
Kinetics of oxidation of some aliphatic primary and secondary alcoholsviz.,ethanol, propan-1-ol, propan-2-ol, butan-1-ol, butan-2-ol and 2-methyl butanol by pyridinium chlorochromate (PCC) have been studied in water- perchloric acid medium. The reaction shows first order dependence with respect to pyridinium chlorochromate [PCC] and hydrogen ion [H+]. The rate of oxidation decreases with increase in dielectric constant of solvent suggests ion-dipole interaction. Activation parameters have been evaluated. Products are carbonyl compounds and free radical absence was proved. A tentative mechanism has been proposed.
Highlights
In 1975, Correy and Suggs[1] reported pyridinium chlorochromate (PCC), C5H5NHCrO3Cl as a readily available stable reagent, oxidizes a wide varity of alcohols to carbonyl compounds
We described here comparative kinetics of oxidation of some aliphatic alcohols and the appropriate reaction mechanism
The reactions are of first order with respect to PCC i.e. log absorbance versus time is straight line for more than 80% reaction
Summary
In 1975, Correy and Suggs[1] reported PCC, C5H5NHCrO3Cl as a readily available stable reagent, oxidizes a wide varity of alcohols to carbonyl compounds. It is used as an oxidant for of alcohols[2,3,4], amino acids[5,6], aldehydes[7,8,9,10], L-cystine[11] and aniline[12] etc. There was no change in rate or absorbance on addition of stabilizer free acrylonitrile in nitrogen atmosphere This confirms absence of free radical in these oxidations
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