Co-production of nitrocyclohexane and adipic acid by light-driven nitric acid (HNO3) nitration–oxidation of cyclohexane in an aqueous biphasic system was designed as a potential method for safe synthesis, because the reaction can be carried out at mild conditions (1 atmosphere, 298 K, and solvent-free media). In this process, we find that ultraviolet (UV) irradiation (λ = 365 nm) of a cyclohexane/HNO3 mixture in a N2 atmosphere efficiently produces nitrocyclohexane and adipic acid with total selectivity (ca. 87 %) at a 22 % conversion rate. Nitration–oxidation of cyclohexane is initiated by an ·OH from the direct photolysis of nitric acid. A reaction scheme has been proposed to explain the process and the different concentrations of nitric acid involved with the formation of the different reaction products.
Research on Chemical Intermediates – Springer Journals
Published: Apr 10, 2015
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