3-(diphenylphosphanyl)propanoic acid

• ChemBase ID: 142440
• Molecular Formular: C15H15O2P
• Molecular Mass: 258.252161
• Monoisotopic Mass: 258.08096635
• SMILES: c1ccc(cc1)P(CCC(=O)O)c1ccccc1
• Canonical SMILES: OC(=O)CCP(c1ccccc1)c1ccccc1
• InChI: InChI=1S/C15H15O2P/c16-15(17)11-12-18(13-7-3-1-4-8-13)14-9-5-2-6-10-14/h1-10H,11-12H2,(H,16,17)
• InChIKey: OTSIFUHGOBFOTH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(diphenylphosphanyl)propanoic acid
• IUPAC Traditional name: 3-(diphenylphosphanyl)propanoic acid
• Synonyms: (2-Carboxyethyl)diphenylphosphine; 4,4-Diphenyl-4-phosphabutanoic acid; 3-(Diphenylphosphino)propionic acid; 3-(二苯基膦)丙酸

Database IDs

• CAS Number: 2848-01-3
• MDL Number: MFCD00775376
• PubChem SID: 162236670
• PubChem CID: 3709176

CALCULATED PROPERTIES

• Acid pKa: 4.930336
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 2.6900866
• LogD (pH = 7.4): 0.91777354
• Log P: 3.363
• Molar Refractivity: 72.5309 cm^3
• Polarizability: 28.676373 Å^3
• Polar Surface Area: 37.3 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 130-134 °C

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

Product Information

• Purity: 97%
• Empirical Formula (Hill Notation): C15H15O2P

DETAILS

Sigma Aldrich - 715034

Packaging
10 g in glass bottle
Application
Reactant for:
• Organocatalytic asymmetric aziridination of imines and diazo compounds1
• Phosphine-mediated conversion of azides into diazo compounds2
• Preparation of rhodium catalysts for hydroformylation3
• Synthesis of reagents for the Mitsunobu reaction4