Petroleum Chemistry, Vol.59, No.6, 587-595, 2019
Routes of Formation of Bifunctional C-6 Carboxylic Acids in the Cyclohexane Oxidation Process
The buildup kinetics of the main and side products during uncatalyzed and cobalt naphthenate-catalyzed oxidation of cyclohexane at 150 degrees C have been studied. 6-Hydroxyhexanoic, 6-oxohexanoic, and adipic acids are accumulated in parallel during the oxidation of cyclohexane, cyclohexanone, and 2-hydroxycyclohexanone. The critical consideration of their known formation pathways and the reactivity of possible precursors gives evidence for the predominant formation of 6-hydroxyhexanoic acid at the step of cyclohexanol oxidation and adipic acid from 2-hydroxycyclohexanol.
Keywords:cyclohexane;cyclohexanone;2-hydroxycyclohexanone;liquid-phase oxidation;6-hydroxyhexanoic acid;6-oxohexanoic acid;adipic acid;formation routes