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CS-W001157 4
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4-Fluoro-3-nitrobenzenesulfonyl chloride

  • CAS No. 6668-56-0

  • Cat. No. CS-0006936
  • Purity≥97%
  • MDL No.MFCD06342770

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

4-Fluoro-3-nitrobenzenesulfonyl chloride|CS-0006936

Structure of 6668-56-0

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General Information

  • CAS No. 6668-56-0
  • Cat. No. CS-0006936
  • Purity ≥97%
  • MDL No. MFCD06342770
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₃ClFNO₄S
  • Molecular Weight None
  • Synonym(s) 5-(Chlorosulphonyl)-2-fluoronitrobenzene
  • SMILES FC1=C([N+]([O-])=O)C=C(S(=O)(Cl)=O)C=C1

Description

4-Fluoro-3-nitrobenzenesulfonyl chloride features a strategically positioned fluorine atom and electron-deficient nitro group, enhancing electrophilicity for efficient sulfonylation. This bench-stable reagent enables direct functionalization of nucleophiles in complex molecular architectures under mild conditions.

Application

4-Fluoro-3-nitrobenzenesulfonyl chloride serves as a versatile sulfonylating agent for the selective introduction of sulfonamide groups under mild conditions. Its reactivity is enhanced by the electron-withdrawing nitro and fluorine substituents, enabling efficient coupling with amines and amides. The compound exhibits good bench stability and facilitates straightforward purification, making it well-suited for use in medicinal chemistry and process development workflows requiring ortho-functionalized sulfonamides.

Synthesis

  • Route1
    • 4-Fluoro-3-nitrobenzenesulfonic acid|CS-0615569
      3888-84-4
    • ~99%
    • In-stock
      4-Fluoro-3-nitrobenzenesulfonyl chloride|CS-0006936
      6668-56-0

    References

    • PURDUE RESEARCH FOUNDATION; MITSUYA, Hiroaki; KOH, Yasuhiro Patent: WO2008/133734 A2, 2008 ; Location in patent: Page/Page column 39 ; WO 2008/133734 A2

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05
Signal Word : Danger
UN#: 3261
Class : 8
Packing Group : Ⅲ
Hazard Statements : H314-H318
Precautionary Statements : P260-P264-P280-P301+P330+P331-P303+P361+P353-P304+P340-P305+P351+P338-P310-P363-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   77.28
  • LogP   1.6614
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   2

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