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DIPHENYLPHOSPHORYL AZIDE
Boiling Point: 157° / 0.17
EINECS Number: 247-644-0
Molecular Weight: 275.20
Specific Gravity: 1.277
HMIS Key: 3-2-1-X
Hydrolytic Sensitivity: 7: reacts slowly with moisture/water
Formula: C12H10N3O3P
Refractive Index: 1.5520
Application: Reviewed along with other azides.1
Employed in preparation of macrocyclic lactams.2
Reagent for aziridation of olefins in presence of catalysts.3
Used as a reagent for a modified Curtius reaction.4
Reference: 1. Swamy, K. C. K. et al. Chem. Rev. 2009, 109, 2551.
2. Qian, L. et al. Tetrahedron Lett. 1990, 31, 6469.
3. Ikeda, L. I. et al. Synthesis 1980, 650.
4. Shiiori, T.; Ninomiya, K.; Yamada, S. J. Am. Chem. Soc. 1972, 94, 6203.
Fieser: F&F: Vol. 4, p 210; Vol. 5, p 280; Vol. 7, p 138; Vol. 8, p 211; Vol. 10, p 173, Vol. 16, p 160.
Silicone
Silanes
Bulk Metal-Organics and Silanes: Pharmaceutical & Organic Synthesis