Diethyl (methanesulfonylmethyl)phosphonate

HCID 533797

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Basic information

CAS: 40137-11-9
Standard SMILES: CCOP(=O)(CS(C)(=O)=O)OCC
InChIKey: DFCKGLGTOXDULU-UHFFFAOYSA-N
Molecular formula: C6H15O5PS
Average molar mass: 230.22 g/mol
Monoisotopic mass: 230.03778175

Names & identifiers

Preferred name: Diethyl (methanesulfonylmethyl)phosphonate
IUPAC: 1-[ethoxy(methylsulfonylmethyl)phosphoryl]oxyethane
English name: Diethyl(methylsulfonylmethyl)phosphonate
Molecular formula: C6H15O5PS
Molecular weight: 230.22

Names & synonyms

40137-11-9diethyl (methanesulfonylmethyl)phosphonateRefChem:587032676-281-4Diethyl ((methylsulfonyl)methyl)phosphonatePhosphonic acid, [(methylsulfonyl)methyl]-, diethyl esterdiethyl methylsulfonylmethylphosphonateDiethyl(methylsulfonylmethyl)phosphonate1-[ethoxy(methylsulfonylmethyl)phosphoryl]oxyethaneMFCD00181919diethyl [(methylsulfonyl)methyl]phosphonateDiethyl((methylsulfonyl)methyl)phosphonate

Show more names

Diethyl?P-[(methylsulfonyl)methyl]phosphonatePhosphonic acid, P-[(methylsulfonyl)methyl]-, diethyl ester

diethyl[(methylsulfonyl)methyl]phosphonateC6H15O5PSSCHEMBL159202QBA13711AKOS025286339AS-70402SY047767Diethyl (methylsulfonyl)methylphosphonate #

Database identifiers

CAS: 40137-11-9
PubChem CID: 533797
EC Number: 676-281-4
Nikkaji: J622.767H

Properties

Computed structural properties

XLogP: -0.3
Topological polar surface area: 78.1 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 5
Rotatable bonds: 6
Heavy atoms: 13
Formal charge: 0
Complexity: 268

Physicochemical properties

Melting point: 93 · 93-95°C
Boiling point: 373.6 · 373.6±25.0 °C(Predicted)
Density: 1.241 · 1.241±0.06 g/cm3(Predicted)
storage temp.: Sealed in dry,Room Temperature
solubility: 2 Cl2, · sol acetone, CH2Cl2, DME, THF.
Appearance: White to off-white Solid
InChI: InChI=1S/C6H15O5PS/c1-4-10-12(7,11-5-2)6-13(3,8)9/h4-6H2,1-3H3
InChIKey: DFCKGLGTOXDULU-UHFFFAOYSA-N
SMILES: P(CS(C)(=O)=O)(=O)(OCC)OCC
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 335 · H335-H319-H315
Precautionary statements: 264 · P264-P280-P305+P351+P338-P337+P313P-P264-P280-P302+P352-P321-P332+P313-P362

Safety & regulation

Safety data

Signal word: Warning
Symbol(GHS): GHS07
Hazard statements: H335-H319-H315
Precautionary statements: P264-P280-P305+P351+P338-P337+P313P-P264-P280-P302+P352-P321-P332+P313-P362

Chemistry & industry

Applications

UsesDiethyl Methylsulfonylmethylphosphonate is used for the preparation of synthetically versatile vinyl sulfones from aldehydes and ketones.

Preparation methods · 1 item

PreparationPreparative Methods: conveniently prepared by oxidation of Diethyl Methylthiomethylphosphonate (eq 1). Both inorganic oxidants (e.g. Potassium Permanganate in water or Hydrogen Peroxide/Selenium(IV) Oxide) and organic oxidants (e.g. Peracetic Acid in ether or m-Chloroperbenzoic Acid in CH2Cl2 ) have been used to accomplish this transformation.