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

• ChemBase ID: 136251
• Molecular Formular: C17H20NP
• Molecular Mass: 269.321161
• Monoisotopic Mass: 269.13333628
• SMILES: c1ccc(cc1)P(C[C@@H]1CCCN1)c1ccccc1
• Canonical SMILES: C1CN[C@@H](C1)CP(c1ccccc1)c1ccccc1
• InChI: InChI=1S/C17H20NP/c1-3-9-16(10-4-1)19(14-15-8-7-13-18-15)17-11-5-2-6-12-17/h1-6,9-12,15,18H,7-8,13-14H2/t15-/m0/s1
• InChIKey: IWRBGJKCDORZHK-HNNXBMFYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-[(diphenylphosphanyl)methyl]pyrrolidine
• IUPAC Traditional name: (2S)-2-[(diphenylphosphanyl)methyl]pyrrolidine
• Synonyms: (S)-(-)-2-(Diphenylphosphinomethyl)pyrrolidine; (S)-2-[(Diphenylphosphino)methyl]pyrrolidine; (S)-2-[(二苯基膦)甲基]吡咯烷

Database IDs

• CAS Number: 60261-46-3
• MDL Number: MFCD16621443
• PubChem SID: 162230522
• PubChem CID: 11272693

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): -0.09461735
• LogD (pH = 7.4): 0.105656356
• Log P: 3.5092
• Molar Refractivity: 81.8365 cm^3
• Polarizability: 32.71436 Å^3
• Polar Surface Area: 12.03 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Flash Point: >110 °C; >110°C(230°F); >230 °F
• Density: 1.043; 1.043 g/mL at 25 °C
• Refractive Index: 1.6140; n20/D 1.614
• Optical Rotation: [α]22/D -24.0°, c = 0.5 in ethanol; -24 (c=0.5 in ethanol)

Safety Information

• Storage Warning: Air Sensitive
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 23-26-37-60
• TSCA Listed: 否
• GHS Pictograms: GHS07
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305+P351+P338-P302+P352-P321-P405-P501

Product Information

• Purity: 97+%
• Empirical Formula (Hill Notation): C17H20NP

DETAILS

Sigma Aldrich - 716715

Packaging
250 mg in glass bottle
Legal Information
Sold under license from Kanata Chemical Technologies Inc. for research purposes only.
Application
Catalytic ligand in:
• Ru-catalyzed regioselective lactonization of unsymmetrical 1,4-diols to give lactone lignans1
• Preparation of vinylindanecarboxaldehyde by asymmetric intramolecular allylation of propenylbenzenepropanal2