2-(dicyclohexylphosphanyl)-1-(2-methoxyphenyl)-1H-pyrrole

• ChemBase ID: 141302
• Molecular Formular: C23H32NOP
• Molecular Mass: 369.480041
• Monoisotopic Mass: 369.22215128
• SMILES: COc1ccccc1n1cccc1P(C1CCCCC1)C1CCCCC1
• Canonical SMILES: COc1ccccc1n1cccc1P(C1CCCCC1)C1CCCCC1
• InChI: InChI=1S/C23H32NOP/c1-25-22-16-9-8-15-21(22)24-18-10-17-23(24)26(19-11-4-2-5-12-19)20-13-6-3-7-14-20/h8-10,15-20H,2-7,11-14H2,1H3
• InChIKey: JUZAKZRALSJLOV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(dicyclohexylphosphanyl)-1-(2-methoxyphenyl)-1H-pyrrole
• IUPAC Traditional name: 2-(dicyclohexylphosphanyl)-1-(2-methoxyphenyl)pyrrole
• Synonyms: cataCXium® POMeCy; 2-(Dicyclohexylphosphino)-1-(2-methoxyphenyl)-1H-pyrrole; 2-(二环己基膦)-1-(2-甲氧苯基)-1H-吡咯

Database IDs

• CAS Number: 672937-63-2
• MDL Number: MFCD06658122
• Beilstein Number: 9656639
• PubChem SID: 162235536
• PubChem CID: 53411820

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 5.333513
• LogD (pH = 7.4): 5.333599
• Log P: 5.3336
• Molar Refractivity: 119.4666 cm^3
• Polarizability: 44.238586 Å^3
• Polar Surface Area: 14.16 Å^2
• Rotatable Bonds: 5
• 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%
• Empirical Formula (Hill Notation): C23H32NOP

DETAILS

Sigma Aldrich - 672459

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

• Used as ligand in arylation reaction with bromobenzene, and phosphorylation reactions with chlorophosphines1
• Cocatalyst in palladium-catalyzed Suzuki coupling reactions2
Protocols & Applications
Efficient Suzuki Coupling with cataCXium Ligands and Complexes