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178756 Aldrich

Diphenyl phosphoryl azide

97%

Synonym: DPPA, Phosphoric acid diphenyl ester azide

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Properties

Related Categories Azidation/Diazo Transfer, Azide Sources, C-X Bond Formation (Non-Halogen), Chemical Biology, Chemical Reagents,
InChI Key   SORGEQQSQGNZFI-UHFFFAOYSA-N
assay   97%
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

Description

Packaging

5 kg in poly drum

5, 25, 100, 500 g in glass bottle

Application

Hydroazidation Catalyst for Facile Preparation of Organoazides

Reagent for synthesis of oligosaccharides linked with carbamate and urea bonds utilizing modified Curtis rearrangement

Price and Availability


Cross-Coupling Guide
Safety & Documentation

Safety Information

Symbol 
GHS06  GHS06
Signal word 
Danger
Hazard statements 
RIDADR 
UN 3278 6.1 / PGII
WGK Germany 
3
Flash Point(F) 
233.6 °F
Flash Point(C) 
112 °C
Protocols & Articles

Articles

Acid Halogenation Reagents

The generation of an acid chloride is an obvious way to activate the carboxy group for amide bond formation. However, practical application of acid chlorides in peptide synthesis is restricted, becau...
Matthias Junkers
Aldrich ChemFiles 2007, 7.2, 3.
Keywords: Chemfiles, Fluorinations, Halogenations, Peptide synthesis, Racemizations, Solid phase peptide synthesis

Azide Formation

Azide coupling procedures were introduced by Curtius as one of the first successful strategies for the synthesis of peptides. For a long time they were thought to be the only racemisation free method...
Matthias Junkers
Aldrich ChemFiles 2007, 7.2, 3.
Keywords: Azide formation, Cyclizations, Peptide synthesis

Organic Azides and Azide Sources

Since the preparation of the first organic azide, phenyl azide, by Peter Griess in 1864 this energy-rich and versatile class of compounds has enjoyed considerable interest. In more recent years, comp...
Matthias Junkers
Aldrich ChemFiles 2008, 8.1, 10.
Keywords: Combinatorial synthesis, Cycloadditions, Hydroazidations, Metathesis, Peptide synthesis

Related Content

Hydroazidation Catalyst in Chemical Synthesis

New Hydroazidation Catalyst for Facile Preparation of Organoazides The chemistry of organoazides is exceedingly rich, since the azide functionality reacts with electrophiles, nucleophiles, and dipola...
Keywords: Azide formation, Catalysis, Click chemistry, Cycloadditions, Hydroazidations, Ligands, Reductions, Substitutions, transformation

Peer-Reviewed Papers
15

References

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