{2-[2,6-bis(propan-2-yloxy)phenyl]phenyl}dicyclohexylphosphane

• ChemBase ID: 140295
• Molecular Formular: C30H43O2P
• Molecular Mass: 466.634981
• Monoisotopic Mass: 466.30006725
• SMILES: CC(C)Oc1cccc(c1c1ccccc1P(C1CCCCC1)C1CCCCC1)OC(C)C
• Canonical SMILES: CC(Oc1cccc(c1c1ccccc1P(C1CCCCC1)C1CCCCC1)OC(C)C)C
• InChI: InChI=1S/C30H43O2P/c1-22(2)31-27-19-13-20-28(32-23(3)4)30(27)26-18-11-12-21-29(26)33(24-14-7-5-8-15-24)25-16-9-6-10-17-25/h11-13,18-25H,5-10,14-17H2,1-4H3
• InChIKey: MXFYYFVVIIWKFE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {2-[2,6-bis(propan-2-yloxy)phenyl]phenyl}dicyclohexylphosphane
• IUPAC Traditional name: dicyclohexyl[2-(2,6-diisopropoxyphenyl)phenyl]phosphane
• Synonyms: Dicyclohexyl(2',6'-diisopropoxy-[1,1'-biphenyl]-2-yl)phosphine; RuPhos; 2-Dicyclohexylphosphino-2′,6′-diisopropoxybiphenyl; 2-二环己基磷-2',6'-二异丙氧基-1,1'-联苯

Database IDs

• CAS Number: 787618-22-8
• MDL Number: MFCD06798294
• PubChem SID: 24884189; 162234539
• PubChem CID: 16217985

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 7.5759554
• LogD (pH = 7.4): 7.7609034
• Log P: 7.8186
• Molar Refractivity: 140.3951 cm^3
• Polarizability: 57.13569 Å^3
• Polar Surface Area: 18.46 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 123-126 °C
• Ligand For: Arylations; Buchwald-Hartwig Cross Coupling Reaction; Negishi Coupling; Sonogashira Coupling; Suzuki-Miyaura Coupling

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 20/21/22
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H312-H332-H413
• GHS Precautionary statements: P280

Product Information

• Purity: 95%; 95+%; 97%
• Impurities: 1-5% Bis(2′,6′-Diisopropoxybiphenyl)cyclohexylphosphine
• Empirical Formula (Hill Notation): C30H43O2P

DETAILS

Sigma Aldrich - 663131

Application
Bulky phosphine ligand used in a palladium-catalyzed cross-coupling of aminoethyltrifluoroborates with electron-poor aryl bromides.1
Packaging
1, 5, 25 g in glass bottle
Legal Information
Usage subject to US Patents 6307087 and 6395916.