ipso Nitration. XXVIII. Nitration of 4-substituted toluenes: 1,2 adducts
Nitration of 4-acetamido, 4-chloro, and 4-methoxy-toluene in acetic anhydride gives in each case a cis 1,2 nitronium acetate adduct in adition to the nitro substitution product(s).Nitration of 4-fluorotoluene gives a pair of diastereomeric 1,4 nitronium acetate adducts and the cis 1,2 adduct.
Fisher, Alfred,Fyles, Deborah L.,Henderson, George, N.,Mahasay, Sumit Ray
p. 1764 - 1770
(2007/10/02)
ipso-Nitration: Formation of Nitronium Acetate Adducts in the Nitration of p-Acetamido-, p-Halogeno-, and p-Methoxy-toluenes, and α-p-Tolyloxyisobutyric acid
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.
Fischer, Alfred,Fyles, Deborah L.,Henderson, George N.
p. 513 - 514
(2007/10/02)
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