Abstract
The nitrations of NN-dimethylaniline N-oxide and of benzamide in 81–93% sulphuric acid proceed through their conjugate acids. Up to acidities at least as high as that represented by ca. 90% sulphuric acid, benzoic acid and acetophenone are nitrated as the free bases. An investigation of the dependence on temperature of the extent of protonation and of the rate constant for nitration of acetophenone permits direct evaluation of the Arrhenius pre-exponential factor for the reaction of the free base (log Afb= 10·1 ± 1·0); the result is in accord with the postulated free base mechanism, in contrast to similar results for certain heterocyclic N-oxides.Isomer proportions for the nitration of acetophenone are reported and discussed.
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 B: Physical Organic
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.
