dicyclohexyl(2-phenylphenyl)phosphane

• ChemBase ID: 10386
• Molecular Formular: C24H31P
• Molecular Mass: 350.476701
• Monoisotopic Mass: 350.21633762
• SMILES: c1(c2ccccc2)c(cccc1)P(C1CCCCC1)C1CCCCC1
• Canonical SMILES: C1CCC(CC1)P(c1ccccc1c1ccccc1)C1CCCCC1
• InChI: InChI=1S/C24H31P/c1-4-12-20(13-5-1)23-18-10-11-19-24(23)25(21-14-6-2-7-15-21)22-16-8-3-9-17-22/h1,4-5,10-13,18-19,21-22H,2-3,6-9,14-17H2
• InChIKey: LCSNDSFWVKMJCT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: dicyclohexyl(2-phenylphenyl)phosphane
• IUPAC Traditional name: dicyclohexyl(2-phenylphenyl)phosphane
• Synonyms: 2-(Dicyclohexylphosphino)biphenyl; Cyclohexyl JohnPhos; 2-(Dicyclohexylphosphino)biphenyl; (2-Biphenyl)dicyclohexylphosphine; 2-(Dicyclohexylphosphino)biphenyl; 2-(二环己基膦基)联苯; 2-(二环己基膦基)联苯; (2-联苯)二环己基膦

Database IDs

• CAS Number: 247940-06-3
• MDL Number: MFCD01862441
• Beilstein Number: 8440533
• PubChem SID: 160973693; 24882909; 24890066
• PubChem CID: 2734216

CALCULATED PROPERTIES

• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 6.338831
• LogD (pH = 7.4): 6.54399
• Log P: 6.8128
• Molar Refractivity: 109.1339 cm^3
• Polarizability: 44.812023 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 102-106 °C(lit.); 103°C
• Ligand For: Arylations; Buchwald-Hartwig Cross Coupling Reaction; C-X Bond Formation; Hiyama Coupling; Methylations; Negishi Coupling; Oxidations; Suzuki-Miyaura Coupling

Safety Information

• Storage Warning: AIR SENSITIVE
• German water hazard class: 3
• TSCA Listed: false
• GHS Hazard statements: H413
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥99.0% (GC); 97%; 98%
• Grade: puriss.
• Empirical Formula (Hill Notation): C24H31P

DETAILS

Sigma Aldrich - 638099

Application
Ligand employed in the palladium-catalysed synthesis of 1,3,5-tris(2′-aminophenyl)benzene, a core building block for potential ionic receptors.1
Ligand for amination of aryl halides and triflates.
Packaging
1, 5, 25, 100 g in glass bottle
Legal Information
Usage subject to US Patents 6307087 and 6395916.

Sigma Aldrich - 94859

Application
Ligand for amination of aryl halides and triflates.1
Other Notes
Optimal ligand for a novel amination reaction (Buchwald reaction)2
Legal Information
Usage subject to US Patents 6307087 and 6395916.