diethyl [(methylsulfanyl)methyl]phosphonate

• ChemBase ID: 74937
• Molecular Formular: C6H15O3PS
• Molecular Mass: 198.220261
• Monoisotopic Mass: 198.04795197
• SMILES: P(=O)(OCC)(OCC)CSC
• Canonical SMILES: CSCP(=O)(OCC)OCC
• InChI: InChI=1S/C6H15O3PS/c1-4-8-10(7,6-11-3)9-5-2/h4-6H2,1-3H3
• InChIKey: RAABCCZMKIIGJW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: diethyl [(methylsulfanyl)methyl]phosphonate
• IUPAC Traditional name: diethyl (methylsulfanyl)methylphosphonate
• Synonyms: [(Methylthio)methyl]phosphonic acid diethyl ester; Diethyl (methylthiomethyl)phosphonate; Diethyl(methylthiomethyl)phosphonate; Methylthiomethylphosphonic acid diethyl ester; Diethyl methylthiomethylphosphonate; 甲硫甲基膦酸二乙酯; 甲硫甲基磷酸二乙酯

Database IDs

• CAS Number: 28460-01-7
• MDL Number: MFCD00015131
• Beilstein Number: 1705833
• PubChem SID: 24862686; 162039855
• PubChem CID: 520377

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 1.4758683
• LogD (pH = 7.4): 1.4758683
• Log P: 1.4758683
• Molar Refractivity: 47.8302 cm^3
• Polarizability: 19.572088 Å^3
• Polar Surface Area: 35.53 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 119-120 °C/10 mmHg(lit.); 70-72°C/0.2mm
• Flash Point: 101°C(213°F); 102 °C; 215.6 °F
• Density: 1.13 g/mL at 25 °C(lit.); 1.130
• Refractive Index: 1.4660; n20/D 1.465(lit.)

Safety Information

• European Hazard Symbols: X; Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 20/21/22-36/37/38; 36/37/38
• Safety Statements: 26-37/39; 9-26-36/37-60
• TSCA Listed: 否
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319; H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P280-P305+P351+P338-P302+P352-P321-P362-P332+P313
• Personal Protective Equipment: Eyeshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter

Product Information

• Purity: 96%; 97%
• Linear Formula: CH3SCH2P(O)(OC2H5)2

DETAILS

Sigma Aldrich - 366668

Packaging
25 g in glass bottle
Application
Reactant for:
• Synthesis of (+)-minfiensine via organocatalytic Diels-Alder/amine cyclization and 6-exo-dig radical cyclization1
• Preparation of fused nitrogen, sulfur, and phosphorus containing-heterocycles and relevant difurylpyridazine phosphonates with antimicrobial activity2
• Preparation of phosphorus and sulfur stereoisomers of Et menthyl [(methylsulfinyl)methyl]phosphonate3