(1S)-2-tert-butyl-1-[(1S)-2-tert-butyl-2,3-dihydro-1H-isophosphindol-1-yl]-2,3-dihydro-1H-isophosphindole

• ChemBase ID: 141579
• Molecular Formular: C24H32P2
• Molecular Mass: 382.458402
• Monoisotopic Mass: 382.19792428
• SMILES: CC(C)(C)P1Cc2ccccc2[C@H]1[C@@H]1c2ccccc2CP1C(C)(C)C
• Canonical SMILES: CC(P1Cc2c([C@H]1[C@@H]1c3ccccc3CP1C(C)(C)C)cccc2)(C)C
• InChI: InChI=1S/C24H32P2/c1-23(2,3)25-15-17-11-7-9-13-19(17)21(25)22-20-14-10-8-12-18(20)16-26(22)24(4,5)6/h7-14,21-22H,15-16H2,1-6H3/t21-,22-,25?,26?/m0/s1
• InChIKey: HCBRTCFUVLYSKU-FPMFRTRJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S)-2-tert-butyl-1-[(1S)-2-tert-butyl-2,3-dihydro-1H-isophosphindol-1-yl]-2,3-dihydro-1H-isophosphindole
• IUPAC Traditional name: (1S)-2-tert-butyl-1-[(1S)-2-tert-butyl-1,3-dihydroisophosphindol-1-yl]-1,3-dihydroisophosphindole
• Synonyms: (1S,1′S,2R,2′R)-2,2′-Di-tert-butyl-2,3,2′,3′-tetrahydro-1H,1′H(1,1′)biisophosphindolyl; (1S,1′S,2R,2′R)-DuanPhos; (1S,1′S,2R,2′R)-2,2′-二叔丁基-2,3,2′,3′-四氢-1H,1′H(1,1′)二异磷哚

Database IDs

• CAS Number: 795290-34-5
• PubChem SID: 162235813
• PubChem CID: 71248060

CALCULATED PROPERTIES

• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 5.3000956
• LogD (pH = 7.4): 5.328805
• Log P: 5.3292
• Molar Refractivity: 125.3762 cm^3
• Polarizability: 46.059456 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 215-226 °C

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): C24H32P2

DETAILS

Sigma Aldrich - 696730

Packaging
100, 500 mg in glass bottle
Application
Chiral Quest Phosphine Ligands for Asymmetric Hydrogenation
• Ligand in rhodium-catalyzed ketone hydroacylation1
• Cocatalyst for highly selective rhodium-catalyzed conjugate addition reactions of 4-oxobutenamides with arylboronic acids2