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DPPA

(Diphenylphosphoryl Azide)


Other Names:

Diphenyl phosphorazidate

Phosphoric acid diphenyl ester azide





General Information:


Structure:



CAS Number: 26386-88-9

Molecular Weight: 275.20 g/mol

Appearance: Colorless to light yellow liquid

Boiling Point: 157 C

Density: 1.277 g/mL




Common Uses:


Reagent in Mitsunobu reactions





Reagent for the conversion of alcohols to azides (DPPA + DBU)





Safety:


Diphenylphosphoryl azide (DPPA) is toxic and an irritant. DPPA decomposes at >200 C.




References:


1) WO2007117607, page 312

2) WO2015144799, page 343

3) Pearson, A. J.; Roush, W. R.; Handbook of Reagents for Organic Synthesis, Activating Agents and Protecting Groups

4) Wikipedia: Diphenylphosphoryl azide (link)

5) www.sigmaaldrich.com: Diphenyl phosphoryl azide (link)