(2R,5R)-1-{2-[(2R,5R)-2,5-diethylphospholan-1-yl]phenyl}-2,5-diethylphospholane

• ChemBase ID: 140452
• Molecular Formular: C22H36P2
• Molecular Mass: 362.468762
• Monoisotopic Mass: 362.22922441
• SMILES: CC[C@@H]1CC[C@H](P1c1ccccc1P1[C@@H](CC[C@H]1CC)CC)CC
• Canonical SMILES: CC[C@@H]1CC[C@H](P1c1ccccc1P1[C@H](CC)CC[C@H]1CC)CC
• InChI: InChI=1S/C22H36P2/c1-5-17-13-14-18(6-2)23(17)21-11-9-10-12-22(21)24-19(7-3)15-16-20(24)8-4/h9-12,17-20H,5-8,13-16H2,1-4H3/t17-,18-,19-,20-/m1/s1
• InChIKey: GVVCHDNSTMEUCS-UAFMIMERSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,5R)-1-{2-[(2R,5R)-2,5-diethylphospholan-1-yl]phenyl}-2,5-diethylphospholane
• IUPAC Traditional name: (2R,5R)-1-{2-[(2R,5R)-2,5-diethylphospholan-1-yl]phenyl}-2,5-diethylphospholane
• Synonyms: (2R,2′R,5R,5′R)-2,2′-5,5′-Tetraethyl-1,1′-(o-phenylene)diphospholane; (R,R)-Ethyl-DUPHOS; (-)-1,2-Bis[(2R,5R)-2,5-diethylphospholano]benzene; (2R,2′R,5R,5′R)-2,2′-5,5′-四乙基-1,1′-(邻亚苯基)二磷烷; (R,R)-乙基-DUPHOS; (-)-1,2-双[(2R,5R)-2,5-二乙基膦烷基]苯

Database IDs

• CAS Number: 136705-64-1
• MDL Number: MFCD00142335
• Beilstein Number: 4814174
• PubChem SID: 24884987; 162234696; 24848548
• PubChem CID: 2734549

CALCULATED PROPERTIES

• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 5.78217
• LogD (pH = 7.4): 6.0301037
• Log P: 6.0478
• Molar Refractivity: 108.7338 cm^3
• Polarizability: 43.824978 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Flash Point: >110 °C; >230 °F
• Density: 1.01 g/mL at 25 °C
• Refractive Index: n20/D 1.6

Safety Information

• German water hazard class: 3
• GHS Hazard statements: H413
• Personal Protective Equipment: Eyeshields, Gloves

Product Information

• Purity: ~90% (GC)
• Grade: technical
• Empirical Formula (Hill Notation): C22H36P2

DETAILS

Sigma Aldrich - 14736

Application
DuPhos and BPE Ligands: Highly Efficient Privileged Ligands

Sigma Aldrich - 668494

Packaging
100, 500 mg in glass bottle
Legal Information
Sold in collaboration with Kanata Chemical Technologies Inc. for research purposes only. These compounds were made and sold under license from E.I. du Pont de Nemours and Company, which license does not include the right to use the compounds in producing products for sale in the pharmaceutical field.
Application
DuPhos and BPE Ligands: Highly Efficient Privileged Ligands