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CS-W001157 4
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Trimethylsulfoxonium bromide

  • CAS No. 25596-24-1

  • Cat. No. CS-0158149
  • Molecule weight173.07
  • Purity≥98%
  • MDL No.MFCD02093502

*For research and further manufacturing use only, not for direct human use.

Trimethylsulfoxonium bromide|CS-0158149

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General Information

  • CAS No. 25596-24-1
  • Cat. No. CS-0158149
  • Purity ≥98%
  • MDL No. MFCD02093502
  • Storage 4°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₃H₉BrOS
  • Molecular Weight 173.07
  • Synonym(s) None
  • SMILES C[S+](=O)(C)C.[Br-]

Description

Trimethylsulfoxonium bromide delivers a potent methylating agent with enhanced stability and ease of handling. This reagent features a sulfonium center flanked by three methyl groups, enabling efficient methylation under mild conditions. The bromide counterion ensures good solubility in polar solvents, facilitating smooth reaction execution. Ideal for synthetic applications requiring controlled methyl transfer.

Application

Trimethylsulfoxonium bromide serves as a reliable methylating agent in synthetic organic chemistry, enabling efficient methylation of carbanions and enolates under mild conditions. Its bench-stable solid form facilitates handling and storage, while its high functional group tolerance supports diverse applications in complex molecule synthesis. Functions effectively in the preparation of methyl-substituted heterocycles and natural product analogs.

Synthesis

  • Route1

    References

    • Tetrahedron Letters, , p. 2501 - 2502

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   17.07
  • LogP   -2.6207
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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