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Merck
CN

92761

Sigma-Aldrich

Trimethylsulfoxonium chloride

purum, ≥95.0% (AT)

Synonym(s):

NSC 221182

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About This Item

Linear Formula:
(CH3)3S(Cl)O
CAS Number:
Molecular Weight:
128.62
Beilstein:
4549927
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
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grade

purum

Assay

≥95.0% (AT)

mp

220-230 °C
226-229 °C (lit.)

SMILES string

[Cl-].C[S+](C)(C)=O

InChI

1S/C3H9OS.ClH/c1-5(2,3)4;/h1-3H3;1H/q+1;/p-1

InChI key

KQYWHJICYXXDSQ-UHFFFAOYSA-M

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Application

Reactant involved in:
  • Polymerization of ylides
  • X-H insertion
  • One-pot sequential addition
  • Cyclopropanation of enones

Other Notes

Precursor of dimethylsulfoxonium methylide, a versatile C1-reagent

Regulatory Information

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Certificates of Analysis (COA)

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E.J. Corey et al.
Journal of the American Chemical Society, 87, 1353-1353 (1965)
Y.G. Gololobov et al.
Tetrahedron, 43, 2609-2609 (1987)

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