Abstract
The kinetics of oxidation of cyclanols, viz., cyclohexanol, cyclopentanol, cycloheptanol and cyclooctanol by quinaldinium fluorochromate has been studied in aqueous acid medium at 313 K (±0.1 K). The cyclanols were converted to the corresponding cyclic ketones. The order of reaction was found to be one with respect to oxidant and fractional with respect to the substrate and hydrogen ion concentrations. Increase in the percentage of acetic acid increases the rate of reaction. The reaction mixture shows the absence of any free radicals in the reaction, which has ruled out the possibility of a one-electron transfer during the addition of acrylonitrile. The reaction has been studied at four different temperatures and the activation parameters were calculated. From the observed kinetic results a suitable mechanism was proposed. The relative reactivity order was found to be cyclohexanol < cyclopentanol < cycloheptanol < cyclooctanol. This was explained on the basis of I-strain theory.
Highlights
Quinaldinium fluorochromate (QnFC) [1], a Cr(VI) compound, has been reported to be a neutral and mild oxidant for selective oxidation reactions
The cyclanols were converted to the corresponding cyclic ketones
The reaction mixture shows the absence of any free radicals in the reaction, which has ruled out the possibility of a one-electron transfer during the addition of acrylonitrile
Summary
Quinaldinium fluorochromate (QnFC) [1], a Cr(VI) compound, has been reported to be a neutral and mild oxidant for selective oxidation reactions. The kinetics of oxidation of some organic substrates by quinaldinium fluorochromate have already been reported. The kinetics of oxidation of cyclanols with various oxidants show reactivities that varies with. J Solution Chem (2013) 42:1748–1756 the type of oxidant [2,3,4,5,6,7,8,9,10,11]. The differences in the reactivities have been explained by the I-strain theory. The probable structure of quinaldinium fluorochromate (QnFC) is the following: FCrO3–. The present study on the oxidation of cyclanols by quinaldinium fluorochromate is to ascertain the nature and the order of reactivity of these compounds under the given kinetic conditions
Sign-in/Register to view highlights & summary Sign-in/Register to access full text options 
Free) 
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Schedule a call
