Diphenyl phosphorazidate (DPPA)

CAS 26386-88-9, Cat. No EN300-55951
Reagent for stereospecific conversion of alcohols to azides, Curtius rearrangement

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DPPA is a stable azide, that can be utilized as a reagent in the conversion of alcohols to azides via the Mitsunobu reaction or for Curtius rearrangement. It is a shelf-stable colorless liquid soluble in toluene, THF, DMF, and t-butyl alcohol. It can be used for the synthesis of α-aryl carboxylic acids. Alkyl aryl ketones are converted into the corresponding α-aryl alkanoic acids via a three-step sequence. This method offers good yields, exhibits high functional specificity, and uses less toxic reagents¹.

Synonyms: O,O-diphenylphosphoryl azide; [azido(phenoxy)phosphoryl]oxybenzene; azidodiphenoxyoxophosphorane; diphenyl azidophosphate