[(2S,3S)-3-(diphenylphosphanyl)butan-2-yl]diphenylphosphane

• ChemBase ID: 126493
• Molecular Formular: C28H28P2
• Molecular Mass: 426.469442
• Monoisotopic Mass: 426.16662416
• SMILES: P(c1ccccc1)(c1ccccc1)[C@H]([C@@H](P(c1ccccc1)c1ccccc1)C)C
• Canonical SMILES: C[C@H](P(c1ccccc1)c1ccccc1)[C@@H](P(c1ccccc1)c1ccccc1)C
• InChI: InChI=1S/C28H28P2/c1-23(29(25-15-7-3-8-16-25)26-17-9-4-10-18-26)24(2)30(27-19-11-5-12-20-27)28-21-13-6-14-22-28/h3-24H,1-2H3/t23-,24-/m0/s1
• InChIKey: FWXAUDSWDBGCMN-ZEQRLZLVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2S,3S)-3-(diphenylphosphanyl)butan-2-yl]diphenylphosphane
• IUPAC Traditional name: chiraphos
• Synonyms: * (2S,3S)-(–)-Bis(diphenylphosphino)butane* (2R,3R)-(+)-Bis(diphenylphosphino)butane (for the corresponding enantiomer); Chiraphos; (2S,3S)-(-)-2,3-Bis(diphenylphosphino)butane; (S,S)-Chiraphos; (2S,3S)-(-)-Bis(diphenylphosphino)butane; (2S,3S)-(-)-2,3-双(二苯基膦)丁烷; (S,S)-手性膦; (2S,3S)-(-)-双(二苯膦)丁烷; (2S,3S)-(-)-二(二苯基膦)丁烷

Database IDs

• CAS Number: 64896-28-2; 74839-84-2
• MDL Number: MFCD00009836
• Beilstein Number: 4268869
• PubChem SID: 162220826; 24855685
• PubChem CID: 10113249
• Chemspider ID: 8288775
• Wikipedia Title: Chiraphos

CALCULATED PROPERTIES

• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 7.5686
• LogD (pH = 7.4): 7.5686
• Log P: 7.5686
• Molar Refractivity: 130.6148 cm^3
• Polarizability: 52.05793 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: White powder
• Melting Point: 104–109 °C; 107-109°C; 108-110 °C(lit.)
• Optical Rotation: [α]22/D -191°, c = 1.5 in chloroform

Safety Information

• Storage Warning: Air Sensitive
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38; R36/37/38
• Safety Statements: 26-36; 26-37; S26 S37/39
• TSCA Listed: 否
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P280G-P305+P351+P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 98%
• Linear Formula: [-CH(CH3)P(C6H5)2]2

DETAILS

Sigma Aldrich - 259098

Packaging
1 g in glass bottle
250 mg in glass bottle
Application
Ligand for Pd-catalyzed carbon-carbon bond formation.1,2