diethyl [(ethylsulfanyl)methyl]phosphonate

• ChemBase ID: 147164
• Molecular Formular: C7H17O3PS
• Molecular Mass: 212.246841
• Monoisotopic Mass: 212.06360203
• SMILES: CCOP(=O)(CSCC)OCC
• Canonical SMILES: CCSCP(=O)(OCC)OCC
• InChI: InChI=1S/C7H17O3PS/c1-4-9-11(8,10-5-2)7-12-6-3/h4-7H2,1-3H3
• InChIKey: FTTKKJQNGIJGOC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: diethyl [(ethylsulfanyl)methyl]phosphonate
• IUPAC Traditional name: diethyl (ethylsulfanyl)methylphosphonate
• Synonyms: NSC 140826; Diethyl (ethylthiomethyl)phosphonate; (乙基硫代甲基)膦酸二乙酯

Database IDs

• CAS Number: 54091-78-0
• EC Number: 258-971-3
• MDL Number: MFCD00009269
• PubChem SID: 162241355; 24849617
• PubChem CID: 97655

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 1.710923
• LogD (pH = 7.4): 1.710923
• Log P: 1.710923
• Molar Refractivity: 52.628 cm^3
• Polarizability: 21.400887 Å^3
• Polar Surface Area: 35.53 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Flash Point: 113 °C; 235.4 °F
• Density: 1.097 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.464(lit.)

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-37/39
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: Eyeshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter

Product Information

• Purity: 97%
• Linear Formula: C2H5SCH2P(O)(OC2H5)2

DETAILS

Sigma Aldrich - 156531

Packaging
5 g in glass bottle
Application
Reactant for:
• Preparation of spiro and fused N,O-heterocyclic phosphonate esters as antibacterial and antifungal agents1
• Preparation of spiro-substituted pyrimidine phosphonate esters as antitumor agents2
• Stereoselective Horner-Wadsworth-Emmons reactions3