48103-05-5Relevant academic research and scientific papers
The Role of Vanadum(V) in the Oxidation of Cyclohexanol to Adipic Acid by Nitric Acid
Smith, J. R. Lindsay,Richards, D. I.,Thomas, C. B.,Whittaker, M.
, p. 1677 - 1682 (2007/10/02)
The oxidation of cyclohexanol to adipic acid by nitric acid takes place by two routes.One of these, in which 2-nitro-2-nitrosocyclohexanone (5) and the nitrolic acid (6) are intermediates, is not influenced by the presence of vanadium(V).The other, involving cyclohexane-1,2-dione (8) and its tautomer, only gives a significant amount of adipic acid if the metal ion is present.The dione and 'predione' (9), a dimeric species which can be isolated from the system, appear to be in equilibrium with the monohydrate (14).It is this last compound which is selectively oxidised by vanadium(V).The mono-enol (15) is formed by slow tautomerisation of dione and is selectively oxidised in the presence of vanadium(V) to glutaric acid.The mono-oxime (10) appears to be the key intermediate linking the two routes.
