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Diphenylphosphonic azide, 97%

Catalog No. AAA1212406
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Quantity:
5 g
25 g
100 g

Store cold | CAS: 26386-88-9 | C12H10N3O3P | 275.20 g/mol

Diphenylphosphonic azide acts as a reagent for the synthesis of peptides and phosphoramidates by reacting with amines. It is also used in the preparation of oligosaccharides linked with carbamate and urea bonds utilizing modified Curtis rearrangement. It is involved in pseudohalogen replacement of the azido group by treatment with nucleophilic reagents, such as water, butanol, ammonia, and various amines. Further, it is used as a hydroazidation catalyst for preparation of organoazides.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Applications
Diphenylphosphonic azide acts as a reagent for the synthesis of peptides and phosphoramidates by reacting with amines. It is also used in the preparation of oligosaccharides linked with carbamate and urea bonds utilizing modified Curtis rearrangement. It is involved in pseudohalogen replacement of the azido group by treatment with nucleophilic reagents, such as water, butanol, ammonia, and various amines. Further, it is used as a hydroazidation catalyst for preparation of organoazides.

Solubility
Immiscible with water.

Notes
Store in a cool place. Incompatible with acids and oxidizing agents.
TRUSTED_SUSTAINABILITY

Chemical Identifiers

CAS 26386-88-9
Molecular Formula C12H10N3O3P
Molecular Weight (g/mol) 275.20
MDL Number MFCD00001987
InChI Key SORGEQQSQGNZFI-UHFFFAOYSA-N
Synonym diphenylphosphoryl azide, diphenyl azidophosphate, diphenylphosphonic azide, diphenyl phosphoryl azide, diphenyl phosphorazidate, phosphorazidic acid, diphenyl ester, azido phenoxy phosphoryl oxy benzene, dppa polymer-bound, diphenylphosphorazidate, unii-gxm91165av
PubChem CID 123414
IUPAC Name [azido(phenoxy)phosphoryl]oxybenzene
SMILES [N-]=[N+]=NP(=O)(OC1=CC=CC=C1)OC1=CC=CC=C1

Specifications

Density 1.275
Boiling Point 161°C to 162°C (0.5 mmHg)
Flash Point >110°C (230°F)
Assay Percent Range 97%
Refractive Index 1.552
Quantity 5 g
UN Number UN3278
Beilstein 2058967
Solubility Information Immiscible with water.
Formula Weight 275.2
Percent Purity 97%
Physical Form Liquid
Chemical Name or Material Diphenylphosphonic azide
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Hazard Category H301-H310+H330-H315-H319-H335
Hazard Statement GHS H Statement
H301-H311-H331-H315-H319-H335
Toxic if swallowed.
Toxic in contact with skin.
Toxic if inhaled.
Causes skin irritation.
Causes serious eye irritation.
May cause respiratory irritation.
Precautionary Statement P260-P262-P264b-P270-P271-P280-P284-P301+P310-P302+P350-P304+P340-P305+P351+P338-P310-P312-P330-P332+P313-P361-P363-P501c
DOTInformation Hazard Class: 6.1; Packaging Group: II
EINECSNumber 247-644-0
TSCA No
Recommended Storage Keep cold

RUO – Research Use Only

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