dicyclohexyl[2-(2,6-dimethoxyphenyl)phenyl]phosphane

• ChemBase ID: 69243
• Molecular Formular: C26H35O2P
• Molecular Mass: 410.528661
• Monoisotopic Mass: 410.23746699
• SMILES: P(c1c(cccc1)c1c(cccc1OC)OC)(C1CCCCC1)C1CCCCC1
• Canonical SMILES: COc1cccc(c1c1ccccc1P(C1CCCCC1)C1CCCCC1)OC
• InChI: InChI=1S/C26H35O2P/c1-27-23-17-11-18-24(28-2)26(23)22-16-9-10-19-25(22)29(20-12-5-3-6-13-20)21-14-7-4-8-15-21/h9-11,16-21H,3-8,12-15H2,1-2H3
• InChIKey: VNFWTIYUKDMAOP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: dicyclohexyl[2-(2,6-dimethoxyphenyl)phenyl]phosphane
• IUPAC Traditional name: sphos; dicyclohexyl[2-(2,6-dimethoxyphenyl)phenyl]phosphane
• Synonyms: SPhos; SPhos; 2-Dicyclohexylphosphino-2′,6′-dimethoxybiphenyl; Dicyclohexyl(2',6'-dimethoxy-[1,1'-biphenyl]-2-yl)phosphine; 2-Dicyclohexylphosphino-2′,6′-dimethoxybiphenyl impregnated tablets; S-Phos impregnated tablets; ChemDose™, S-Phos tablets; S-Phos, ChemDose™ tablets; 2-Dicyclohexylphosphino-2',6'-dimethoxybiphenyl; 2-双环己基膦-2′,6′-二甲氧基联苯; 2-二环己基膦-2′,6′-二甲氧基联苯浸渍片; S-Phos 浸渍片; ChemDose™，S-Phos 片; S-Phos，ChemDose™ 片

Database IDs

• CAS Number: 657408-07-6
• MDL Number: MFCD05861611
• PubChem SID: 24882907; 162034971
• PubChem CID: 11269872
• Chemspider ID: 9444883
• Wikipedia Title: SPhos

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 6.0310125
• LogD (pH = 7.4): 6.242745
• Log P: 6.3074
• Molar Refractivity: 122.0603 cm^3
• Polarizability: 49.74943 Å^3
• Polar Surface Area: 18.46 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: organic solvents
• Apperance: colorless solid
• Melting Point: 164-166 °C; 164-166 °C(lit.)
• Ligand For: Buchwald-Hartwig Cross Coupling Reaction; Heck Reaction; Kumada Coupling; Negishi Coupling; Suzuki-Miyaura Coupling

Safety Information

• Storage Warning: IRRITANT
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 40
• Safety Statements: 36/37
• TSCA Listed: false
• GHS Pictograms: GHS08
• GHS Signal Word: Warning
• GHS Hazard statements: H351
• GHS Precautionary statements: P281
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves; Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: 95+%; 97%
• Matrix: Magnesium aluminometasilicate base material
• Empirical Formula (Hill Notation): C26H35O2P

DETAILS

Sigma Aldrich - 638072

Application
Highly universal ligand for Suzuki-Miyaura coupling; aryl chlorides, hindered biaryls, heterobiaryls.
Utilized in conjunction with palladium to form a highly active catalyst for C-N bond formation.1
Packaging
1, 5, 25, 100 g in glass bottle
Legal Information
Usage subject to US Patents 6307087 and 6395916.

Sigma Aldrich - 685585

Frequently Asked Questions
Live Chat and Frequently Asked Questions are available for this Product.
Legal Information
Covered by International Patent Application No. PCT/DK05/00428 and related patent applications, including European Patent Application No. 05753717.7.
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