INTRODUCTION
Diphenylphosphoryl azide, known as DPPA, is a versatile azidation agent in organic chemistry. Its applications include preparation of organo azides, production of intermediates, synthesis of lactams, and many others.
Manufacture
It is manufactured by acid catalysis reaction between phosphoryl chloride and aniline.
| Synonym | DPPA Phosphoric acid diphenyl ester azide |
| CAS no. | 26386-88-9 |
| EINECS no. | 247-644-0 |
| Molecular formula | C12H10N3PO5 |
| Molecular weight | 275.20 |
| Structure |  |
Applications
| Agrochemicals |
|---|
| Carfentrazone Ethyl (herbicide) |
| Intermediates |
|---|
| N-(Diphenoxyphosphoryldiazenyl)aniline |
| (Trimethylsilyl)diazomethane |
| Bis(4-nitrohenyl)phosphorazidate |
| 2-Thionyl isocyanate |
| Others |
|---|
| As hydroazidation catalyst for making organo azides by Mitsunobu reaction |
| As reagent in synthesis of oligosaccharides and in Curtis Rearrangement reaction |
| In aziridation of olefins |
| In preparation of aldose reductase inhibitor |
| As activation agent in macrocytic lactam preparation |
| As RM in synthesis of carbamates from carboxylic acids |
| As KRM in racemization-free peptide synthesis and phosphoramidates |
SPECIFICATIONS
| Test | Unit | Specification |
|---|---|---|
| Appearance | – | Colourless to slight yellow liquid |
| Moisture | % | Max 0.50 |
| Purity by GC | % | Min 97.00 |
STORAGE
Stored at ambient temperature.
PACKING
50 kg UN approved HDPE drum.
REACH Status
Not registered yet.
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