HMPA

CAS 680-31-9, Cat. No EN300-17081
Reagents with superb ability to form cation–ligand complexes

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HMPA is among the strongest electron pair donors and is superior to protic solvents in cation solvating¹. This coordinating ability allows enhancement of the rates of a wide variety of organolithium reactions and significantly influences regio- and stereochemistry¹. The reagent is soluble well in polar and nonpolar solvents and is an essential part of enolate stereochemistry and ylide reactivity¹. Besides, HMPA addition enables the formation of lithium enolates with substrates that cannot be metalated by LDA.

Synonyms: hexamethylorthophosphoric triamide; hexamethylphosphoramide; hexamethylphosphoric acid triamide; hexamethylphosphoric triamide; hexamethylphosphorotriamide; hexamethyltriamidophosphate; phosphoric acid hexamethyltriamide; phosphoric hexamethyltriamide; phosphoric tris(dimethylamide); phosphoryl hexamethyltriamide; tris(dimethylamino)phosphine oxide