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The reaction of diarylamines with phosphorus trichloride followed by treatment of the reaction mixtures with water has been employed to synthesize the secondary phosphine oxides 1, 3, 5, and 7 and the spirophosphonium chlorides 2, 4, 6, and 8. A mechanism for the formation of the oxides has been proposed. Phosphinic acids have been prepared by oxidation of the oxides. The JV-methyl derivative 12 has been obtained by a variant of the Friedel-Crafts reaction in which (V-methyl-di-p-tolylamine and phosphorus trichloride were heated together in the presence of aluminum chloride and the reaction mixture was then hydrolyzed and oxidized.