Would the sulfonation/nitration also work for toluene? Adding toluene to a very large excess of 98% sulfuric, heat until homogenous. Add 1 to 1.1 mole
eqvt of the strongest nitric possible. React at lowest temp possible that still allows nitration (15-40 C maybe?) for long timer (maybe up to several
days). Add water (enough to dissolve sulfonic acids), filter off any DNT formed, heat under reflux, and collect relatively pure 2-nitro toluene? Or
would a few % water in the sulfuric and the more activated unsulfonated toluene really still result in a mixture of isomers? Or would the temperature
needed for the nitration be too high too not exclude ipso nitration enough?
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