trisodium 3-[bis(3-sulfonatophenyl)phosphanyl]benzene-1-sulfonate

• ChemBase ID: 135603
• Molecular Formular: C18H12Na3O9PS3
• Molecular Mass: 568.420551
• Monoisotopic Mass: 567.90741444
• SMILES: c1cc(cc(c1)S(=O)(=O)[O-])P(c1cccc(c1)S(=O)(=O)[O-])c1cccc(c1)S(=O)(=O)[O-].[Na+].[Na+].[Na+]
• Canonical SMILES: [O-]S(=O)(=O)c1cccc(c1)P(c1cccc(c1)S(=O)(=O)[O-])c1cccc(c1)S(=O)(=O)[O-].[Na+].[Na+].[Na+]
• InChI: InChI=1S/C18H15O9PS3.3Na/c19-29(20,21)16-7-1-4-13(10-16)28(14-5-2-8-17(11-14)30(22,23)24)15-6-3-9-18(12-15)31(25,26)27;;;/h1-12H,(H,19,20,21)(H,22,23,24)(H,25,26,27);;;/q;3*+1/p-3
• InChIKey: MYAJTCUQMQREFZ-UHFFFAOYSA-K

NAMES AND DATABASE IDS

Names

• IUPAC name: trisodium 3-[bis(3-sulfonatophenyl)phosphanyl]benzene-1-sulfonate
• IUPAC Traditional name: trisodium 3-[bis(3-sulfonatophenyl)phosphanyl]benzenesulfonate
• Synonyms: 3,3′,3″-Phosphinidynetris(benzenesulfonic acid) trisodium salt; Triphenylphosphine-3,3′,3′′-trisulfonic acid trisodium salt; Tris(3-sulfophenyl)phosphine trisodium salt; Trisodium triphenylphosphine-3,3′,3″-trisulfonate; Triphenylphosphine-3,3′,3′′-trisulfonic acid trisodium salt; Tris(3-sulfophenyl)phosphine trisodium salt hydrate; Triphenylphosphine-3,3',3''-trisulfonic acid trisodium salt hydrate; Sodium 3,3',3''-phosphinetriyltribenzenesulfonate; 3,3′,3″-Phosphinidynetris(benzenesulfonic acid) 三钠盐; 三(3-磺酰苯基)膦 三钠盐; 三苯基膦三间磺酸 三钠盐; 三苯基膦三间磺酸钠盐; 三苯基膦三间磺酸 三钠盐; 三苯基膦-3,3',3''-三磺酸三钠盐水合物

Database IDs

• CAS Number: 63995-70-0
• EC Number: 264-596-6
• MDL Number: MFCD00145472
• Beilstein Number: 3584807
• PubChem SID: 162229877; 24889798
• PubChem CID: 6099338

CALCULATED PROPERTIES

• Acid pKa: -2.9456832
• H Acceptors: 9
• H Donor: 0
• LogD (pH = 5.5): -5.2793946
• LogD (pH = 7.4): -5.2794
• Log P: 1.512
• Molar Refractivity: 110.1253 cm^3
• Polarizability: 45.899418 Å^3
• Polar Surface Area: 171.6 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Soluble in water
• Apperance: Crystalline

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 1
• Risk Statements: 36/37/38
• Safety Statements: 26
• TSCA Listed: 否
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: ≥95.0% (NMR); 95+%; 96% (excludes the solvent of recrystallization); tech. 85%
• Grade: purum
• Compostion: sulfur content, 16.1-17.8%
• Impurities: ≤10% water
• Linear Formula: P(C6H4SO3Na)3

DETAILS

Sigma Aldrich - 444979

Application
Ligand for Rh- and Ru-based catalyst.1,2
Packaging
5 g in glass bottle

Sigma Aldrich - 93115

Other Notes
Water-soluble triphenylphosphine useful for the preparation of water-soluble organometal catalysts1

REFERENCES

• Water-soluble phosphone ligand. Use in conjunction with palladium(II) acetate to catalyze Suzuki couplings of arylboronic acids: Tetrahedron Lett., 42, 6523 (2001).