4-(triphenylphosphaniumyl)butane-1-sulfonate

• ChemBase ID: 141617
• Molecular Formular: C22H23O3PS
• Molecular Mass: 398.454981
• Monoisotopic Mass: 398.11055223
• SMILES: c1ccc(cc1)[P+](CCCCS(=O)(=O)[O-])(c1ccccc1)c1ccccc1
• Canonical SMILES: [O-]S(=O)(=O)CCCC[P+](c1ccccc1)(c1ccccc1)c1ccccc1
• InChI: InChI=1S/C22H23O3PS/c23-27(24,25)19-11-10-18-26(20-12-4-1-5-13-20,21-14-6-2-7-15-21)22-16-8-3-9-17-22/h1-9,12-17H,10-11,18-19H2
• InChIKey: RKQKXPDRWYNUGZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-(triphenylphosphaniumyl)butane-1-sulfonate
• IUPAC Traditional name: 4-(triphenylphosphaniumyl)butane-1-sulfonate
• Synonyms: Triphenyl-(4-sulfo-butyl)-phosphonium inner salt; 4-(Triphenylphosphonio)butane-1-sulfonate; 三苯基-(4-硫代丁基)膦 内盐; 4-(三苯磷基)丁烷-1-磺酸酯

Database IDs

• CAS Number: 164982-05-2
• MDL Number: MFCD11656046
• Beilstein Number: 4018406
• PubChem SID: 162235851
• PubChem CID: 11440922

CALCULATED PROPERTIES

• Acid pKa: -1.1009218
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 1.8490311
• LogD (pH = 7.4): 1.8490056
• Log P: 4.2254043
• Molar Refractivity: 110.2958 cm^3
• Polarizability: 44.338844 Å^3
• Polar Surface Area: 57.2 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

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

Product Information

• Purity: ≥98.5% (HPLC); 99%
• Impurities: ≤0.5% water
• Antion Traces: bromide (Br-): ≤10 mg/kg; chloride (Cl-): ≤100 mg/kg; fluoride (F-): ≤10 mg/kg; nitrate (NO3-): ≤10 mg/kg; phosphate (PO43-): ≤10 mg/kg; sulfate (SO42-): ≤10 mg/kg
• Empirical Formula (Hill Notation): C22H23O3PS

DETAILS

Sigma Aldrich - 689602

Packaging
5, 25 g in poly bottle
Application
Reactant for synthesis of:
• Sulfonyl-functionalized ionic liquids1
• Prostaglandins containing a sulfo group2