(2R,5R)-1-{2-[(2R,5R)-2,5-bis(propan-2-yl)phospholan-1-yl]phenyl}-2,5-bis(propan-2-yl)phospholane

• ChemBase ID: 140212
• Molecular Formular: C26H44P2
• Molecular Mass: 418.575082
• Monoisotopic Mass: 418.29182467
• SMILES: CC(C)[C@H]1CC[C@@H](P1c1ccccc1P1[C@H](CC[C@@H]1C(C)C)C(C)C)C(C)C
• Canonical SMILES: CC([C@H]1CC[C@@H](P1c1ccccc1P1[C@H](CC[C@@H]1C(C)C)C(C)C)C(C)C)C
• InChI: InChI=1S/C26H44P2/c1-17(2)21-13-14-22(18(3)4)27(21)25-11-9-10-12-26(25)28-23(19(5)6)15-16-24(28)20(7)8/h9-12,17-24H,13-16H2,1-8H3/t21-,22-,23-,24-/m1/s1
• InChIKey: RBVGOQHQBUPSGX-MOUTVQLLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,5R)-1-{2-[(2R,5R)-2,5-bis(propan-2-yl)phospholan-1-yl]phenyl}-2,5-bis(propan-2-yl)phospholane
• IUPAC Traditional name: (2R,5R)-1-{2-[(2R,5R)-2,5-diisopropylphospholan-1-yl]phenyl}-2,5-diisopropylphospholane
• Synonyms: (R,R)-i-Pr-DUPHOS; (+)-1,2-Bis[(2R,5R)-2,5-diisopropylphospholano]benzene; (+)-1,2-双[(2R,5R)-2,5-二异丙基磷]苯

Database IDs

• CAS Number: 136705-65-2
• MDL Number: MFCD02684549
• PubChem SID: 24884989; 162234456
• PubChem CID: 11327562

CALCULATED PROPERTIES

• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 7.3514915
• LogD (pH = 7.4): 7.600887
• Log P: 7.659
• Molar Refractivity: 126.6202 cm^3
• Polarizability: 51.21031 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
• Refractive Index: n20/D 1.5701
• Optical Rotation: [α]20/D +103°, c = 1 in chloroform

Safety Information

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

Product Information

• Empirical Formula (Hill Notation): C26H44P2

DETAILS

Sigma Aldrich - 668524

General description
Optical rotation devation ± 13
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