178756
Diphenyl phosphoryl azide
97%
Synonym(s):
DPPA, Phosphoric acid diphenyl ester azide
About This Item
Quality Level
Assay
97%
form
liquid
reaction suitability
reaction type: click chemistry
refractive index
n20/D 1.551 (lit.)
bp
157 °C/0.17 mmHg (lit.)
density
1.277 g/mL at 25 °C (lit.)
storage temp.
2-8°C
SMILES string
[N-]=[N+]=NP(=O)(Oc1ccccc1)Oc2ccccc2
InChI
1S/C12H10N3O3P/c13-14-15-19(16,17-11-7-3-1-4-8-11)18-12-9-5-2-6-10-12/h1-10H
InChI key
SORGEQQSQGNZFI-UHFFFAOYSA-N
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Application
Reagent for synthesis of oligosaccharides linked with carbamate and urea bonds utilizing modified Curtis rearrangement
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
Storage Class Code
6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
WGK
WGK 3
Flash Point(F)
233.6 °F - closed cup
Flash Point(C)
112 °C - closed cup
Personal Protective Equipment
Certificates of Analysis (COA)
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Articles
Acid Halogenation Reagents
The chemistry of organoazides is exceedingly rich, since the azide functionality reacts with electrophiles, nucleophiles, and dipolarophiles, with or without the extrusion of dinitrogen. Common place transformation such as Staudinger reductions or ligations, Cu(I)-catalyzed Huisgen cycloadditions (of the “click” reaction family), Curtius or Schmidt rearrangents, nitrene reactions, or imine formation via aza-Wittig reactions all necessitate organoazide precursors or intermediates
Organic Azides and Azide Sources
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