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CS-W001157 4
Total: USD 88.00

4-Methylbenzenesulfinic acid

  • CAS No. 536-57-2

  • Cat. No. CS-W022214
  • Purity≥97%
  • MDL No.MFCD00058979

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

4-Methylbenzenesulfinic acid|CS-W022214

Structure of 536-57-2

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General Information

  • CAS No. 536-57-2
  • Cat. No. CS-W022214
  • Purity ≥97%
  • MDL No. MFCD00058979
  • Storage 4°C, stored under nitrogen, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₈O₂S
  • Molecular Weight None
  • Synonym(s) toluene-4-sulphinic acid
  • SMILES CC1=CC=C(S(O)=O)C=C1

Description

4-Methylbenzenesulfinic acid offers a stable, bench-ready sulfinyl group positioned para to a methyl substituent, enabling direct functionalization in synthetic sequences. The electron-donating methyl enhances reactivity at the sulfur center while maintaining compatibility with diverse reaction conditions. This arylsulfinic acid derivative integrates seamlessly into cross-coupling and oxidation processes, delivering predictable transformation pathways in complex molecule assembly.

Application

4-Methylbenzenesulfinic acid serves as a stable, bench-ready building block for sulfonamide and sulfoxide synthesis. Its ortho-directing methyl group enhances regioselectivity in electrophilic aromatic substitution, while the sulfinic functionality enables facile oxidation to sulfonic acid or coupling with amines under mild conditions. The compound exhibits good solubility in common organic solvents and tolerates diverse functional groups, facilitating its use in iterative synthetic sequences and heterocyclic scaffold construction.

Synthesis

  • Route1
    • null|null
      824-79-3
    • ~99%
    • In-stock
      4-Methylbenzenesulfinic acid|CS-W022214
      536-57-2

    References

    • ELI LILLY AND COMPANY Patent: WO2004/14900 A1, 2004 ; Location in patent: Page 26-27 ; WO 2004/014900 A1
  • Route2
    • null|null
      98-59-9
    • ~98%
    • In-stock
      4-Methylbenzenesulfinic acid|CS-W022214
      536-57-2

    References

    • Huang, Yao-Zeng; Chen, Chen; Zhu, Fanghua; Liao, Yi Journal of Organometallic Chemistry, 1989 , vol. 378, p. 147 - 152
  • Route3
    • null|null
      53329-08-1
    • ~88%
    • In-stock
      4-Methylbenzenesulfinic acid|CS-W022214
      536-57-2
    • null|null
      39869-70-0

    References

    • Journal of the American Chemical Society, , vol. 102, # 6 p. 1983 - 1990

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   37.3
  • LogP   1.57562
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   1

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