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Diphenylphosphinic acid
PRICE INQUIRYCatalog Number
ACM1707035
Product Name
Diphenylphosphinic acid
Structure
![{[CurrentData.Name]}](https://resource.alfachemic.com/structure/1707-03-5.gif)
CAS
1707-03-5
Synonyms
Hydroxydiphenylphosphine Oxide
IUPAC Name
diphenylphosphinic acid
Molecular Weight
218.19
Molecular Formula
C12H11O2P
Canonical SMILES
C1=CC=C(C=C1)P(=O)(C2=CC=CC=C2)O;
InChI
BEQVQKJCLJBTKZ-UHFFFAOYSA-N
InChI Key
InChI=1S/C12H11O2P/c13-15(14,11-7-3-1-4-8-11)12-9-5-2-6-10-12/h1-10H,(H,13,14)
Boiling Point
194 °C
Melting Point
193-195 °C(lit.)
Purity
98%
Density
1.25±0.1 g/cm3(Predicted)
Appearance
Solid
Storage
Store below +30°C.
Complexity
218
Covalently-Bonded Unit Count
1
EC Number
216-948-5
Exact Mass
218.05g/mol
H-Bond Acceptor
2
H-Bond Donor
1
Heavy Atom Count
15
Isomeric SMILES
C1=CC=C(C=C1)P(=O)(C2=CC=CC=C2)O
Monoisotopic Mass
218.05g/mol
NSC Number
13583
Rotatable Bond Count
2
Topological Polar Surface Area
37.3A^2
Application
Diphenylphosphinic acid, a white fine crystalline solid and organophosphinic acid compound, serves multiple roles in various chemical applications. It is primarily used as a reagent in the synthesis of bidentate ligands and peptide coupling agents, which are essential in numerous organic synthesis processes. Additionally, it acts as a reactive flame-retardant and is a promoter for palladium catalytic systems, enhancing their effectiveness. The compound has been studied for its thermal degradation using thermogravimetric analysis. It also reacts with cadmium nitrate in dimethylformamide solvent to form a one-dimensional coordination polymer. In further applications, it facilitates the carbonylation of nitrobenzene and aniline into diphenylurea and can be ortho-lithiated to produce mono ortho-functionalized derivatives through electrophilic trapping. Moreover, it partakes in copper-catalyzed coupling to form biphenyl-2,2'-diylbis(phenylphosphinic acid).
February 11, 2025
Essential Reagent for Advanced Synthesis
Using Diphenylphosphinic Acid in our lab was a game-changer. Its role in preparing bidentate ligands and facilitating peptide coupling was invaluable for our research progress. The product's quality from Alfa Chemistry was outstanding.
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