Abstract
The yields of the dibasic acid products from the oxidation of 2,2-dimethylcyclohexanol, 4-methylcyclohexanol and a mixture of cyclohexanol and [1-14C]cyclohexanone by nitric acid at 73 °C have been measured. The influence of copper(II) and of vanadium(V) catalysts on the product distributions has also been investigated. The data show that in the oxidation of cyclohexanol to adipic acid the by-product glutaric acid arises predominantly by the loss of C-2 rather than C-1 and succinic acid from the loss of C-2 with C-3. The results are used to identify possible mechanisms leading to the lower dicarboxylic acids. These are investigated further by examining the oxidation products from probable intermediates and from related compounds. These studies lead to the conclusion that the intermediate 2-nitrosocyclohexanone undergoes competing reactions that lead to adipic acid or glutaric and succinic acid.
Sign-in/Register to access full text options 
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 callMore From: Journal of the Chemical Society, Perkin Transactions 2
Disclaimer: All third-party content on this website/platform is and will remain the property of their respective owners and is provided on "as is" basis without any warranties, express or implied. Use of third-party content does not indicate any affiliation, sponsorship with or endorsement by them. Any references to third-party content is to identify the corresponding services and shall be considered fair use under The CopyrightLaw.
