![{[azido(phenoxy)phosphoryl]oxy}benzene](/api/v2/catalog/all/images/by-smiles/%5BN-%5D%3D%5BN%2B%5D%3DNP%28%3DO%29%28OC%3D1C%3DCC%3DCC1%29OC%3D2C%3DCC%3DCC2)
{[azido(phenoxy)phosphoryl]oxy}benzene
EN300-55951
Product class
Building Blocks
CAS number
26386-88-9
MW
275.05
Purity
95%
Stock Availability
DE, EU, UA
Lead time
1-5 days delivery time
Reagent for stereospecific conversion of alcohols to azides, Curtius rearrangement
DPPA is a useful reagent that is stable azide and can be utilized for the conversion of alcohols to azides via the Mitsunobu reaction or for Curtius rearrangement. It is a shelf-stable colorless liquid, that is soluble in toluene, THF, DMF, and t-butyl alcohol. It also can be used for the synthesis of α-aryl carboxylic acids. Alkyl aryl ketones are converted into the corresponding α aryl alkanoic acids via a three-step sequence. This method offers good yields, exhibits high functional specificity, and uses less toxic reagents[1].
Synonyms: O,O-diphenylphosphoryl azide; [Azido(phenoxy)phosphoryl]oxybenzene; Azidodiphenoxyoxophosphorane; Diphenyl azidophosphate
1. Diphenyl Phosphorazidate. Thomas A. V.; Ghosh A. K.; Sridhar P. R. Encyclopedia of Reagents for Organic Synthesis 2008. DOI: 10.1002/047084289X.rd434.pub2
Name:
{[azido(phenoxy)phosphoryl]oxy}benzene
SMILES:
[N-]=[N+]=NP(=O)(OC=1C=CC=CC1)OC=2C=CC=CC2
CAS number:
26386-88-9
CLogP:
4.012
ACD number:
MFCD00001987
Dangerous good:
Yes
Class:
Other
Formula:
C12H10N3O3P
Subclass:
Other
MW:
275.05
Product class:
Building Blocks