Relevance of the acidolysis of 3,4-dimethyl-4-nitrocyclohexa-2,5-dienyl acetate to the nitration of o-xylene
Abstract
Acidolysis of 3,4-dimethyl-4-nitrocyclohexa-2,5-dienyl acetate in >55% sulphuric acid proceeds by the AAl1 mechanism, generating the ipso-Wheland inter-mediate which is also formed in the nitration of oxylene; at these but not at lower acidities the results of the acidolysis are relevant to the outcome of nitration.