Cetyltrimethylammonium dichromate

The rates of deoximation of oximes using cetyltrimethylammonium dichromate in the presence of acetic acid and a cationic surfactant is sensitive to the concentrations of aU four substances substituent effects are also reported. The oxidant preferentially oxidizes oxime over hydroxyl groups. 

Suitable mechanisms have been proposed following determination of the kinetic and activation parameters for oxidation of 2-naphthol and cyclic ketones by nicotinium dichromate some a-amino acids by tripropylammonium fluorochromate " distyryl ketone by quinaldinium fluorochromate methanol by benzyltriethylammonium chlorochromate catalysed by 1,10-phenanthroline substituted benzyl alcohols by tetraethylammonium bromochromate L-cysteine by pyridinium bromochromate lactic acid and 3,5-dimethyl-2,6-diaryl piperidin-4-one oximes by pyridinium chlorochromate allyl alcohol by IDC benzophenoxime by bispyridine silver(I) dichromate and alkyl phenyl sulfides by cetyltrimethylammonium dichromate. A non-linear Hammett plot obtained for the oxidation of substituted benzyl alcohols by IDC has been attributed to the operation of substituent effect on two steps of the proposed mechanism. " Kinetic and activation parameters for oxidation of o-toluidine and of A-methyl-2,6-diphenyl piperidin-4-one oxime and its 3-alkyl derivatives by sodium dichromate have been determined and suitable mechanisms have been suggested. Micellar catalysis in the 1,10-phenanthroline-promoted chromic acid oxidation of propanol... 

The experimental data for oxidation of benzyl alcohol,1 aliphatic primary and secondary alcohols,2 and cholesterol3 with cetyltrimethylammonium (CTA) dichromate indicated that the reactions occur in a reverse micelle system produced by the oxidant. Michaelis-Menten-type kinetics were observed with respect to the reductants. The product of the oxidation of cholesterol depends on the solvent. In dichloromethane, the product is 7-dehydrocholesterol, whereas with dichloromethane containing acetic acid the product is 5-cholesten-3-one. A low kinetic isotope effect, k /ku = 2.81, was observed in the oxidation of methanol- this, combined with the rate data and the reverse solvent isotope effect [ (H20)/fc(D20) = 0.76], suggests that these reactions... 

---

See also in sourсe #XX -- [ ]

---