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4-Fluoro-2-(trifluoromethyl)benzene-1-sulfonyl chloride

  • CAS No. 176225-09-5

  • Cat. No. CS-0157081
  • Purity≥95%
  • MDL No.MFCD01091000

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

4-Fluoro-2-(trifluoromethyl)benzene-1-sulfonyl chloride|CS-0157081

Structure of 176225-09-5

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General Information

  • CAS No. 176225-09-5
  • Cat. No. CS-0157081
  • Purity ≥95%
  • MDL No. MFCD01091000
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₃ClF₄O₂S
  • Molecular Weight 262.61
  • Synonym(s) 4-fluoro-2-(trifluoromethyl)benzenesulfonyl Chloride
  • SMILES C1=CC(=C(C=C1F)C(F)(F)F)S(=O)(=O)Cl

Description

4-Fluoro-2-(trifluoromethyl)benzene-1-sulfonyl chloride is a highly reactive sulfonyl chloride featuring a fluorinated aryl ring and a trifluoromethyl group. This combination imparts enhanced electrophilicity and stability under standard conditions, enabling efficient sulfonation of nucleophiles in synthetic transformations. The molecule facilitates direct installation of sulfonyl linkages with minimal side reactions, offering precise control in complex molecule assembly.

Application

4-Fluoro-2-(trifluoromethyl)benzene-1-sulfonyl chloride serves as a versatile sulfonylating agent for the efficient introduction of the 4-fluoro-2-(trifluoromethyl)benzenesulfonyl group into pharmaceutical intermediates and agrochemical scaffolds. Its reactivity enables selective sulfonation of nucleophiles under mild conditions, with excellent functional group tolerance and bench stability. The trifluoromethyl and fluorine substituents enhance metabolic stability and modulate electronic properties in target molecules, making it a valuable building block in medicinal chemistry.

Synthesis

  • Route1

    References

    • WYETH Patent: WO2008/61016 A1, 2008 ; Location in patent: Page/Page column 84 ;

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-P304+P340-P363-P405-P501

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Computational Chemistry Data

  • TPSA   34.14
  • LogP   2.772
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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