2-(dicyclohexylphosphanyl)-1-phenyl-1H-indole

• ChemBase ID: 141304
• Molecular Formular: C26H32NP
• Molecular Mass: 389.512741
• Monoisotopic Mass: 389.22723666
• SMILES: c1ccc(cc1)n1c2ccccc2cc1P(C1CCCCC1)C1CCCCC1
• Canonical SMILES: C1CCC(CC1)P(c1cc2c(n1c1ccccc1)cccc2)C1CCCCC1
• InChI: InChI=1S/C26H32NP/c1-4-13-22(14-5-1)27-25-19-11-10-12-21(25)20-26(27)28(23-15-6-2-7-16-23)24-17-8-3-9-18-24/h1,4-5,10-14,19-20,23-24H,2-3,6-9,15-18H2
• InChIKey: TZWPHBJJVRIXMS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(dicyclohexylphosphanyl)-1-phenyl-1H-indole
• IUPAC Traditional name: 2-(dicyclohexylphosphanyl)-1-phenylindole
• Synonyms: cataCXium® PInCy; 2-(Dicyclohexylphosphino)-1-phenylindole; 2-(二环己基膦)-1-苯基吲哚

Database IDs

• CAS Number: 740815-36-5
• MDL Number: MFCD06798303
• Beilstein Number: 9951803
• PubChem SID: 162235538
• PubChem CID: 53411821

CALCULATED PROPERTIES

• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 6.680866
• LogD (pH = 7.4): 6.6808996
• Log P: 6.6809
• Molar Refractivity: 129.3311 cm^3
• Polarizability: 49.349583 Å^3
• Polar Surface Area: 4.93 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: 95% (NMR)
• Empirical Formula (Hill Notation): C26H32NP

DETAILS

Sigma Aldrich - 672246

General description
sold in collaboration with Solvias AG
Packaging
1, 5 g in glass bottle
Legal Information
WO 2004/101581
cataCXium is a registered trademark of Evonik Degussa GmbH
Application
Catalyst for:
• Stereoselective isomerization of terminal alkenes1
• Reductive carbonylation of aryl and vinyl halides2
• Heck reaction3
• Cross-coupling reactions4
• Buchwald-Hartwig amination5
• Ligand for palladium-catalyzed amination of aryl and heteroaryl chlorides6
Protocols & Applications
Efficient Suzuki Coupling with cataCXium Ligands and Complexes