trimethyl(oxo)-λ6-sulfanylium chloride

• ChemBase ID: 151219
• Molecular Formular: C3H9ClOS
• Molecular Mass: 128.62096
• Monoisotopic Mass: 128.00626359
• SMILES: C[S+](=O)(C)C.[Cl-]
• Canonical SMILES: C[S+](=O)(C)C.[Cl-]
• InChI: InChI=1S/C3H9OS.ClH/c1-5(2,3)4;/h1-3H3;1H/q+1;/p-1
• InChIKey: KQYWHJICYXXDSQ-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: trimethyl(oxo)-λ^6-sulfanylium chloride
• IUPAC Traditional name: trimethyl(oxo)-λ^6-sulfanylium chloride
• Synonyms: NSC 221182; Trimethylsulfoxonium chloride; 三甲基氯化亚砜

Database IDs

• CAS Number: 5034-06-0
• EC Number: 225-724-6
• MDL Number: MFCD00011898
• Beilstein Number: 4549927
• PubChem SID: 24857626; 24889719; 162245376
• PubChem CID: 197819

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): -2.5195513
• LogD (pH = 7.4): -2.5195513
• Log P: -2.5195513
• Molar Refractivity: 24.539 cm^3
• Polarizability: 10.235904 Å^3
• Polar Surface Area: 17.07 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 220-230 °C; 226-229 °C(lit.)

Safety Information

• RTECS: WR8680000
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• 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: ≥95.0% (AT); 98%
• Grade: purum
• Linear Formula: (CH3)3S(Cl)O

DETAILS

Sigma Aldrich - 293008

Application
Precursor to dimethyloxosulfonium methylide.
Reactant involved in:
• Polymerization of ylides1,2
• X-H insertion3
• One-pot sequential addition4
• Cyclopropanation of enones5
Packaging
5 g in glass bottle

Sigma Aldrich - 92761

Other Notes
Precursor of dimethylsulfoxonium methylide, a versatile C1-reagent6,7
Application
Reactant involved in:
• Polymerization of ylides1,2
• X-H insertion3
• One-pot sequential addition4
• Cyclopropanation of enones5