(2S,4S)-4-(diphenylphosphanyl)-2-[(diphenylphosphanyl)methyl]pyrrolidine

• ChemBase ID: 152117
• Molecular Formular: C29H29NP2
• Molecular Mass: 453.494782
• Monoisotopic Mass: 453.17752319
• SMILES: c1ccc(cc1)P(C[C@@H]1C[C@@H](CN1)P(c1ccccc1)c1ccccc1)c1ccccc1
• Canonical SMILES: c1ccc(cc1)P(c1ccccc1)C[C@H]1NC[C@H](C1)P(c1ccccc1)c1ccccc1
• InChI: InChI=1S/C29H29NP2/c1-5-13-25(14-6-1)31(26-15-7-2-8-16-26)23-24-21-29(22-30-24)32(27-17-9-3-10-18-27)28-19-11-4-12-20-28/h1-20,24,29-30H,21-23H2/t24-,29-/m0/s1
• InChIKey: PQHKXSOICTYGQD-OUTSHDOLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,4S)-4-(diphenylphosphanyl)-2-[(diphenylphosphanyl)methyl]pyrrolidine
• IUPAC Traditional name: (2S,4S)-4-(diphenylphosphanyl)-2-[(diphenylphosphanyl)methyl]pyrrolidine
• Synonyms: PPM; (2S,4S)-(-)-4-Diphenylphosphino-2-(diphenylphosphinomethyl)pyrrolidine; (2S,4S)-(-)-4-二苯基膦基-2-(二苯基膦甲基)吡咯烷

Database IDs

• CAS Number: 61478-29-3
• MDL Number: MFCD00010275
• Beilstein Number: 500619
• PubChem SID: 162246262; 24867029
• PubChem CID: 10939369

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 2.805734
• LogD (pH = 7.4): 2.9398425
• Log P: 6.4108
• Molar Refractivity: 136.7662 cm^3
• Polarizability: 54.67678 Å^3
• Polar Surface Area: 12.03 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 102-104 °C; 102-104 °C(lit.)
• Optical Rotation: [α]20/D -15.5±1°, c = 1% in benzene

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 20/21/22
• Safety Statements: 36/37
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H312-H332
• GHS Precautionary statements: P280
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: ≥98.0% (CHN)
• Empirical Formula (Hill Notation): C29H29NP2

DETAILS

Sigma Aldrich - 43156

Other Notes
Chiral diphosphine for asymmetric hydrogenations; starting material for the synthesis of various N-substituted diphosphines1,2,3
Packaging
250 mg in poly bottle