Potassium tert-butoxide reacts with halobenzenes on heating in dimethyl sulfoxide to give tert-butyl phenyl ether. (a) o-Fluorotoluene
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(a) o-Fluorotoluene yields tert-butyl o-methylphenyl ether almost exclusively under these conditions. By which mechanism (addition-elimination or elimination-addition) do aryl fluorides react with potassium tert-butoxide in dimethyl sulfoxide?
(b) At 100°C, bromobenzene reacts over 20 times faster than fluorobenzene. By which mechanism do aryl bromides react?
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a Since the tertbutoxy group replaces fluoride at the ...View the full answer
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