[(2S,4S)-4-(diphenylphosphanyl)pentan-2-yl]diphenylphosphane

• ChemBase ID: 141224
• Molecular Formular: C29H30P2
• Molecular Mass: 440.496022
• Monoisotopic Mass: 440.18227422
• SMILES: C[C@@H](C[C@H](C)P(c1ccccc1)c1ccccc1)P(c1ccccc1)c1ccccc1
• Canonical SMILES: C[C@H](P(c1ccccc1)c1ccccc1)C[C@@H](P(c1ccccc1)c1ccccc1)C
• InChI: InChI=1S/C29H30P2/c1-24(30(26-15-7-3-8-16-26)27-17-9-4-10-18-27)23-25(2)31(28-19-11-5-12-20-28)29-21-13-6-14-22-29/h3-22,24-25H,23H2,1-2H3/t24-,25-/m0/s1
• InChIKey: CTYPJIUQROQJBG-DQEYMECFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2S,4S)-4-(diphenylphosphanyl)pentan-2-yl]diphenylphosphane
• IUPAC Traditional name: [(2S,4S)-4-(diphenylphosphanyl)pentan-2-yl]diphenylphosphane
• Synonyms: (2S,4S)-(-)-2,4-Bis(diphenylphosphino)pentane; (S,S)-BDPP; [(1S,3S)-1,3-Dimethyl-1,3-propanediyl]bis[diphenylphosphine]; (2S,4S)-2,4-Bis(diphenylphosphino)pentane; (2S,4S)-(-)-2,4-双(二苯基膦)戊烷; [(1S,3S)-1,3-二甲基-1,3-丙烷二基]双[二苯基膦]; (2S,4S)-2,4-双(二苯基膦)戊烷

Database IDs

• CAS Number: 77876-39-2
• MDL Number: MFCD00058923
• PubChem SID: 162235459
• PubChem CID: 2734567

CALCULATED PROPERTIES

• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 7.7653
• LogD (pH = 7.4): 7.7653
• Log P: 7.7653
• Molar Refractivity: 135.3262 cm^3
• Polarizability: 53.905098 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: Crystalline
• Melting Point: 80-84 °C
• Optical Rotation: [α]20/D -125.0°, c = 1 in chloroform

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-37
• TSCA Listed: 否
• GHS Pictograms: GHS07
• GHS Hazard statements: H315-H319-H335; H413
• GHS Precautionary statements: P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: 97%; 99%
• Empirical Formula (Hill Notation): C29H30P2

DETAILS

Sigma Aldrich - 693618

Application
Ligand used for asymmetric hydrogenation of ketones1 and alkenes2
Packaging
1 g in glass bottle
500 mg in glass bottle