sodium 3-[2-(dicyclohexylphosphanyl)phenyl]-2,4-dimethoxybenzene-1-sulfonate hydrate

• ChemBase ID: 141117
• Molecular Formular: C26H36NaO6PS
• Molecular Mass: 530.588971
• Monoisotopic Mass: 530.18679078
• SMILES: COc1ccc(c(c1c1ccccc1P(C1CCCCC1)C1CCCCC1)OC)S(=O)(=O)[O-].O.[Na+]
• Canonical SMILES: COc1ccc(c(c1c1ccccc1P(C1CCCCC1)C1CCCCC1)OC)S(=O)(=O)[O-].O.[Na+]
• InChI: InChI=1S/C26H35O5PS.Na.H2O/c1-30-22-17-18-24(33(27,28)29)26(31-2)25(22)21-15-9-10-16-23(21)32(19-11-5-3-6-12-19)20-13-7-4-8-14-20;;/h9-10,15-20H,3-8,11-14H2,1-2H3,(H,27,28,29);;1H2/q;+1;/p-1
• InChIKey: MAPQBSXKBDVINV-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: sodium 3-[2-(dicyclohexylphosphanyl)phenyl]-2,4-dimethoxybenzene-1-sulfonate hydrate
• IUPAC Traditional name: sodium 3-[2-(dicyclohexylphosphanyl)phenyl]-2,4-dimethoxybenzenesulfonate hydrate
• Synonyms: SSPhos; [1,1′-Biphenyl]-3-sulfonic acid, 2′-(dicyclohexylphosphino)-2,6-dimethoxy- sodium salt; SPhos (water soluble); Sodium 2′-dicyclohexylphosphino-2,6-dimethoxy-1,1′-biphenyl-3-sulfonate hydrate; SPhos（水溶性）; 2′-二环己基膦基-2,6-二甲氧基-1,1′-联苯基-3-磺酸钠 水合物

Database IDs

• CAS Number: 1049726-96-6
• MDL Number: MFCD07781994
• PubChem SID: 162235352; 24885361
• PubChem CID: 23693092

CALCULATED PROPERTIES

• Acid pKa: -1.7421365
• H Acceptors: 5
• H Donor: 0
• LogD (pH = 5.5): 2.8240612
• LogD (pH = 7.4): 2.8403878
• Log P: 2.824991
• Molar Refractivity: 131.5611 cm^3
• Polarizability: 54.1548 Å^3
• Polar Surface Area: 75.66 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Ligand For: Suzuki-Miyaura Coupling

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36/37
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Empirical Formula (Hill Notation): C26H34NaO5PS · xH2O

DETAILS

Sigma Aldrich - 677280

Application
Sulfonated ligand for palladium-catalyzed Suzuki-Miyaura coupling under aqueous conditions facilitating isolation of the organic products.1
Packaging
2 g in glass bottle
500 mg in glass bottle
Legal Information
Usage subject to US Patents 6307087 and 6395916.