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CS-W001157 4
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2-Chlorobenzenesulfonyl chloride

  • CAS No. 2905-23-9

  • Cat. No. CS-0072922
  • Purity≥95%
  • MDL No.MFCD00051520

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

2-Chlorobenzenesulfonyl chloride|CS-0072922

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General Information

  • CAS No. 2905-23-9
  • Cat. No. CS-0072922
  • Purity ≥95%
  • MDL No. MFCD00051520
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₄Cl₂O₂S
  • Molecular Weight 211.07
  • Synonym(s) o-Chlorobenzenesulfonyl chloride
  • SMILES O=S(C1=CC=CC=C1Cl)(Cl)=O

Description

2-Chlorobenzenesulfonyl chloride is a reactive sulfonyl chloride reagent featuring a chlorine-substituted benzene ring, enabling efficient sulfonation and functionalization in synthetic organic chemistry. This bench-stable derivative facilitates direct incorporation of sulfonyl groups into complex architectures with high regioselectivity.

Application

2-Chlorobenzenesulfonyl chloride serves as a versatile sulfonylating agent for the efficient introduction of sulfonamide functionalities. It facilitates direct N-sulfonation of amines under mild conditions, exhibits good bench stability, and enables straightforward purification due to its low volatility. The ortho-chloro substituent enhances electrophilicity and provides compatibility with subsequent functional group manipulations, making it well-suited for building blocks in medicinal chemistry and heterocyclic synthesis.

Synthesis

  • Route1

    References

    • Debergh, J. Robb; Niljianskul, Nootaree; Buchwald, Stephen L. Journal of the American Chemical Society, 2013 , vol. 135, # 29 p. 10638 - 10641
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    • In-stock
      2-Chlorobenzenesulfonyl chloride|CS-0072922
      2905-23-9

    References

    • Sokolova, G. D.; Khokhlov, P. S. Chemistry of Heterocyclic Compounds (New York, NY, United States), 1989 , vol. 25, # 5 p. 547 - 550 Khimiya Geterotsiklicheskikh Soedinenii, 1989 , # 5 p. 654 - 656
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      17333-83-4
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    • In-stock
      2-Chlorobenzenesulfonyl chloride|CS-0072922
      2905-23-9

    References

    • Meerwein et al. Chemische Berichte, 1957 , vol. 90, p. 841,843

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS02,GHS05
Signal Word : Danger
UN#: 2921
Class : 8
Packing Group : Ⅱ
Hazard Statements : H226-H314
Precautionary Statements : P210-P233-P240-P280-P280

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Computational Chemistry Data

  • TPSA   34.14
  • LogP   2.2675
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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