Recherches sur la formation et la transformation des esters XVII. Sur la formation d'esters phosphoriques cycliques et sur la vitesse d'hydrolyse de ces esters et des esters dialcoylphosphoriques

Abstract

AbstractThe synthesis of cyclic phosphoric esters with 5, 6 and 7 membered rings by cyclisation of hydroxy‐ or chloro‐alkyl phosphoric acids or by direct phosphorylation of the corresponding diols or chloro‐alcohols is described. The 6 membered cyclic esters are the easiest to obtain.In acid medium their partial hydrolysis to monoalkyl phosphoric acids is rapid and much faster than the partial hydrolysis of non‐cyclic dialkyl phosphoric acids. In neutral solutions (pH between 3,5 and 8), all these esters are stable; but in alkaline medium the 5 and 7 membered rings are very quickly hydrolysed, the 6 membered ring ester being just as stable as a non‐cyclic dialkyl phosphate.