diethyl [(phenylsulfanyl)methyl]phosphonate

• ChemBase ID: 74942
• Molecular Formular: C11H17O3PS
• Molecular Mass: 260.289641
• Monoisotopic Mass: 260.06360203
• SMILES: P(=O)(OCC)(OCC)CSc1ccccc1
• Canonical SMILES: CCOP(=O)(CSc1ccccc1)OCC
• InChI: InChI=1S/C11H17O3PS/c1-3-13-15(12,14-4-2)10-16-11-8-6-5-7-9-11/h5-9H,3-4,10H2,1-2H3
• InChIKey: FBUXEPJJFVDUFE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: diethyl [(phenylsulfanyl)methyl]phosphonate
• IUPAC Traditional name: diethyl (phenylsulfanyl)methylphosphonate
• Synonyms: Diethyl(phenylthiomethyl)phosphonate; Phenylthiomethylphosphonic acid diethyl ester; Diethyl phenylthiomethylphosphonate; 苯硫甲基磷酸二乙酯

Database IDs

• CAS Number: 38066-16-9
• EC Number: 253-770-7
• MDL Number: MFCD00015130
• Beilstein Number: 1246215
• PubChem SID: 162039860
• PubChem CID: 99227

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 2.9217646
• LogD (pH = 7.4): 2.9217646
• Log P: 2.9217646
• Molar Refractivity: 67.7554 cm^3
• Polarizability: 27.255302 Å^3
• Polar Surface Area: 35.53 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 146-148°C/0.5mm
• Density: 1.174
• Refractive Index: 1.5340

Safety Information

• Safety Statements: 24/25
• TSCA Listed: 否

Product Information

• Purity: 96%

REFERENCES

• Horner-Wadsworth-Emmons olefination (see Appendix 1) with carbonyl compounds gives enol thioethers, convertible to aldehydes: J. Chem. Soc., 1324 (1963). Compare Diethyl methylthiomethylphosphonate, L00579.
• For use in a synthesis of vinylphosphonates, in which the double bond is introduced by sulfoxide elimination, see: Synthesis, 917 (1982):