Diphenylphosphoryl azide

Diphenylphosphoryl azide
Names
Preferred IUPAC name
Diphenyl phosphorazidate[1]
Other names
Diphenoxyphosphoryl azide
Diphenylphosphonic azide
Diphenyl azidophosphate
Phosphoric acid diphenyl ester azide
Identifiers
3D model (JSmol)
Abbreviations DPPA
ChemSpider
ECHA InfoCard 100.043.298 Edit this at Wikidata
EC Number
  • 247-644-0
UNII
  • InChI=1S/C12H10N3OP/c13-14-15-17(16,11-7-3-1-4-8-11)12-9-5-2-6-10-12/h1-10H checkY
    Key: MKRTXPORKIRPDG-UHFFFAOYSA-N checkY
  • InChI=1/C12H10N3OP/c13-14-15-17(16,11-7-3-1-4-8-11)12-9-5-2-6-10-12/h1-10H
    Key: MKRTXPORKIRPDG-UHFFFAOYAD
  • C1=CC=C(C=C1)OP(=O)(N=[N+]=[N-])OC2=CC=CC=C2
Properties
C12H10N3O3P
Molar mass 275.204 g·mol−1
Appearance Colourless or faintly yellow liquid
Density 1.277 g/cm3
Boiling point 157 °C (315 °F; 430 K) (0.2 mmHg)
Hazards
GHS labelling:[2]
GHS06: ToxicGHS07: Exclamation mark
Danger
H301, H311, H315, H319, H331, H335
P260, P261, P262, P264, P270, P271, P280, P284, P301+P310, P302+P350, P302+P352, P304+P340, P305+P351+P338, P310, P311, P312, P320, P322, P330, P332+P313, P337+P313, P361, P362, P363, P403+P233, P405, P501
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondHealth 4: Very short exposure could cause death or major residual injury. E.g. VX gasFlammability 1: Must be pre-heated before ignition can occur. Flash point over 93 °C (200 °F). E.g. canola oilInstability 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g. liquid nitrogenSpecial hazards (white): no code
4
1
0
Flash point 112 °C (234 °F; 385 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)

Diphenylphosphoryl azide (DPPA) is an organic compound. It is widely used as a reagent in the synthesis of other organic compounds.[3]

  1. ^ Nomenclature of Organic Chemistry : IUPAC Recommendations and Preferred Names 2013 (Blue Book). Cambridge: The Royal Society of Chemistry. 2014. pp. 923, 931. doi:10.1039/9781849733069-FP001. ISBN 978-0-85404-182-4.
  2. ^ "Diphenyl azidophosphate". pubchem.ncbi.nlm.nih.gov. Retrieved 16 December 2021.
  3. ^ R. J. W. Cremlyn (1973). "Some Reactions of O,O-Diphenylphosporyl Azide". Australian Journal of Chemistry. 26 (7): 1591–3. doi:10.1071/CH9731591.