52186-16-0Relevant articles and documents
Conformational effects upon the oxidation of some substituted oxan-4-ols
Mangalam,Gurumurthy,Arul,Karthikeyan
, p. 413 - 417 (2007/10/03)
Kinetics of oxidation of some epimeric pairs of oxan-4-ols by pyridinium fluorochromate (PFC) in the presence of sulphuric acid in aqueous acetic acid at 60°C have been investigated. The rate of oxidation is first order with respect to both the oxidant and the substrate concentrations at constant [acid]. The effect of solvent polarity on the reaction rates has also been studied. The order with respect to [H3O+] is found to be fractional at constant ionic strength in sulphuric acid. A suitable mechanism and the corresponding rate equation have been proposed. The reactivities of oxan-4-ols are rationalized on the basis of their conformational features. A twist conformation is assigned to t-2,t-6-diphenyl-c-3,c-5-dimethyloxan-r-4-ol and c-2,c-6-diphenyl-t-3,t-5-dimethyloxan-r-4-ol based on their oxidation rate constants.