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454885 Sigma-Aldrich

2-(Diphenylphosphino)benzoic acid

97%

Synonym: (2-Carboxyphenyl)diphenylphosphine

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Properties

Related Categories Catalysis and Inorganic Chemistry, Chemical Synthesis, Phosphine Compounds, Phosphine Ligands
assay   97%
mp   174-181 °C (lit.)
functional group   phosphine
reaction suitability   reaction type: Buchwald-Hartwig Cross Coupling Reaction
  reaction type: Heck Reaction
  reaction type: Hiyama Coupling
  reaction type: Negishi Coupling
  reaction type: Sonogashira Coupling
  reaction type: Stille Coupling
  reaction type: Suzuki-Miyaura Coupling
  reagent type: ligand
SMILES string   OC(=O)c1ccccc1P(c2ccccc2)c3ccccc3
InChI   1S/C19H15O2P/c20-19(21)17-13-7-8-14-18(17)22(15-9-3-1-4-10-15)16-11-5-2-6-12-16/h1-14H,(H,20,21)
InChI key   UYRPRYSDOVYCOU-UHFFFAOYSA-N

Description

Packaging

1, 5 g in glass bottle

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
3
RTECS 
DG9287500

Documents

Certificate of Analysis (COA)

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Protocols & Articles

Articles

Nontraceless Staudinger Ligation

Bertozzi et al. pioneered the application of the Staudinger reaction as a ligation method for bioconjugates. In the course of their studies on the metabolic engineering of cell surfaces they designed...
Matthias Junkers
Aldrich ChemFiles 2008, 8.1, 7.
Keywords: Amidations, Catalysis, Chemfiles, Cyclizations, Esterifications, Iodinations, Molecular probes, Peptide synthesis, Staudinger Reaction

Staudinger Ligation - Aldrich ChemFiles 2008, 8.1, 7.

The reaction between an azide and a phosphine forming an aza-ylide was discovered almost a century ago by Nobel Prize laureate Herrmann Staudinger. It has found widespread application in chemical syn...
Matthias Junkers
Aldrich ChemFiles 2008, 8.1, 7.
Keywords: Amidations, Catalysis, Chemfiles, Cyclizations, Eliminations, Esterifications, Glycosylations, Iodinations, Methods, Molecular probes, Peptide synthesis, Reductions, Solid phase peptide synthesis, Staudinger Reaction, Staudinger Reduction, Type, Wittig Reaction

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