[(1R,2R,3R,4S)-3-(diphenylphosphanyl)bicyclo[2.2.1]hept-5-en-2-yl]diphenylphosphane

• ChemBase ID: 134492
• Molecular Formular: C31H28P2
• Molecular Mass: 462.501542
• Monoisotopic Mass: 462.16662416
• SMILES: c1ccc(cc1)P(c1ccccc1)[C@@H]1[C@@H]2C[C@H]([C@H]1P(c1ccccc1)c1ccccc1)C=C2
• Canonical SMILES: C1=C[C@H]2C[C@@H]1[C@H]([C@@H]2P(c1ccccc1)c1ccccc1)P(c1ccccc1)c1ccccc1
• InChI: InChI=1S/C31H28P2/c1-5-13-26(14-6-1)32(27-15-7-2-8-16-27)30-24-21-22-25(23-24)31(30)33(28-17-9-3-10-18-28)29-19-11-4-12-20-29/h1-22,24-25,30-31H,23H2/t24-,25+,30-,31-/m1/s1
• InChIKey: CDJHPMXMJUCLPA-RMDVPPNSSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(1R,2R,3R,4S)-3-(diphenylphosphanyl)bicyclo[2.2.1]hept-5-en-2-yl]diphenylphosphane
• IUPAC Traditional name: [(1R,2R,3R,4S)-3-(diphenylphosphanyl)bicyclo[2.2.1]hept-5-en-2-yl]diphenylphosphane
• Synonyms: (-)-Norphos; (2R,3R)-(-)-2,3-Bis(diphenylphosphino)bicyclo[2.2.1]hept-5-ene; (2R,3R)-(-)-2,3-双(二苯基磷)双环[2.2.1]庚-5-烯

Database IDs

• CAS Number: 71042-55-2
• MDL Number: MFCD00085365
• Beilstein Number: 5306484
• PubChem SID: 162228768; 24848862
• PubChem CID: 10139589

CALCULATED PROPERTIES

• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 7.6469
• LogD (pH = 7.4): 7.6469
• Log P: 7.6469
• Molar Refractivity: 141.5172 cm^3
• Polarizability: 55.879055 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Purity: ~90% (31P-NMR)
• Grade: technical
• Empirical Formula (Hill Notation): C31H28P2

DETAILS

Sigma Aldrich - 14789

Other Notes
Catalyst for asymmetric hydrogenations and other reactions1,2