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Home/Compounds/Research Reagent/Diphenylphosphoryl azide
C12H10N3O3P
275.2 g/mol
Research ReagentDanger

Diphenylphosphoryl azide

CAS26386-88-9EC247-644-0
Category
Research Reagent
Compound Class
Other
Primary Use
Research Compound

Diphenylphosphoryl azide is a reagent used in organic synthesis, primarily valued for its role in peptide bond formation without racemization. It facilitates the conversion of carboxylic acids to acyl azides, which are key intermediates in peptide coupling reactions.

Reagent for racemization-free peptide synthesis

Content scope: Information here supports chemical identification and industrial supply, research, and manufacturing contexts. It is not a therapeutic claim, medical advice, or drug-use instructions.

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Safety Reference

Toxic
Toxic
Harmful
Harmful
Danger
H301Toxic if swallowed
H310Fatal in contact with skin
H311Toxic in contact with skin
H315Causes skin irritation
H319Causes serious eye irritation
H330Fatal if inhaled
H331Toxic if inhaled
H335May cause respiratory irritation
Identifiers
IUPAC Name

[azido(phenoxy)phosphoryl]oxybenzene

InChIKey

SORGEQQSQGNZFI-UHFFFAOYSA-N

SMILES

C1=CC=C(C=C1)OP(=O)(N=[N+]=[N-])OC2=CC=CC=C2

Synonyms (23)
  • (PhO)2PON3
  • DIPHENYL PHOSPHORAZIDE
  • Diphenyl azidophosphate
  • Diphenyl azidophosphonate
  • Diphenyl phosphonyl azide
  • Diphenylphosphonic azide
  • Diphenylphosphonoazide
  • Diphenylphosphorazidate
  • Diphenylphosphoryl azide
  • diphenoxyphosphinylazide
  • diphenoxyphosphoryl azide
  • diphenylphosphoric azide
  • diphenylphosphoroazidate
  • o,o-diphenylphosphoryl azide