ipso-Nitration: formation of nitronium acetate adducts in the nitration of p-acetamido-, p-halogeno-, and p-methoxy-toluenes, and α-p-tolyloxyisobutyric acid
Abstract
Low-temperature nitration of the title compounds in acetic anhydride gives 1,2 nitronium acetate adducts, except p-fluorotoluene which gives both 1,2 and 1,4 adducts and α-p-tolyloxyisobutyric acid which gives a spiro adduct.