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CS-W001157 4
Total: USD 88.00

5-Chloro-2-methoxybenzenesulfonyl chloride

  • CAS No. 22952-32-5

  • Cat. No. CS-W012798
  • Purity≥97%
  • MDL No.MFCD00052959

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

5-Chloro-2-methoxybenzenesulfonyl chloride|CS-W012798

Structure of 22952-32-5

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General Information

  • CAS No. 22952-32-5
  • Cat. No. CS-W012798
  • Purity ≥97%
  • MDL No. MFCD00052959
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₆Cl₂O₃S
  • Molecular Weight 241.08
  • Synonym(s) 5-chloro-2-methoxybenzene-1-sulfonyl chloride
  • SMILES O=S(C1=CC(Cl)=CC=C1OC)(Cl)=O

Description

5-Chloro-2-methoxybenzenesulfonyl chloride features a sulfonyl chloride group flanked by electron-withdrawing chlorine and electron-donating methoxy substituents, enabling selective electrophilic functionalization. This balance enhances reactivity in amide and sulfonamide synthesis while maintaining stability under standard bench conditions.

Application

5-Chloro-2-methoxybenzenesulfonyl chloride serves as a versatile sulfonylating agent for the efficient introduction of a sulfonamide moiety in medicinal chemistry and agrochemical synthesis. Its ortho-methoxy and meta-chloro substituents enhance reactivity while maintaining bench stability, enabling clean transformations with amines and alcohols under mild conditions. The compound exhibits excellent functional group tolerance and facilitates straightforward purification, making it ideal for building complex heterocyclic scaffolds and targeted API intermediates.

Synthesis

  • Route1
    • null|null
      623-12-1
    • ~76%
    • In-stock
      5-Chloro-2-methoxybenzenesulfonyl chloride|CS-W012798
      22952-32-5

    References

    • Guo, Cheng; Qiu, Jun; Zhang, Xumu; Verdugo, Dawn; Larter, Martin L.; Christie, Ray; Kenney, Patrick; Walsh, Patrick J. Tetrahedron, 1997 , vol. 53, # 12 p. 4145 - 4158
  • Route2
    • null|null
      106-48-9
    • ~%
    • In-stock
      5-Chloro-2-methoxybenzenesulfonyl chloride|CS-W012798
      22952-32-5

    References

    • Tetrahedron, , vol. 53, # 12 p. 4145 - 4158
  • Route3
    • null|null
      46170-99-4
    • ~%
    • In-stock
      5-Chloro-2-methoxybenzenesulfonyl chloride|CS-W012798
      22952-32-5

    References

    • Journal of the Chemical Society, , vol. 127, p. 2746

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05
Signal Word : Danger
UN#: 3261
Class : 8
Packing Group : Ⅲ
Hazard Statements : H314
Precautionary Statements : P260-P264-P280-P301+P330+P331-P303+P361+P353-P304+P340-P305+P351+P338-P363-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   43.37
  • LogP   2.2761
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   2

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