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CS-W001157 4
Total: USD 88.00

3-Fluorobenzenethiol

  • CAS No. 2557-77-9

  • Cat. No. CS-W013467
  • Purity≥98%
  • MDL No.MFCD00040227

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

3-Fluorobenzenethiol|CS-W013467

Structure of 2557-77-9

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General Information

  • CAS No. 2557-77-9
  • Cat. No. CS-W013467
  • Purity ≥98%
  • MDL No. MFCD00040227
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₅FS
  • Molecular Weight 128.16
  • Synonym(s) m-Fluorobenzenethiol
  • SMILES SC1=CC=CC(F)=C1

Description

3-Fluorobenzenethiol features a fluorinated aromatic ring linked to a reactive thiol group, enabling selective conjugation in bioorthogonal chemistry. The ortho-fluoro substitution enhances electrophilicity at the ring and improves metabolic stability. This bench-stable reagent integrates readily into peptide and polymer architectures via thiol-maleimide or gold-mediated coupling.

Application

3-Fluorobenzenethiol serves as a versatile building block in medicinal chemistry and materials science, enabling the introduction of both fluorinated aromatic and thiol functionalities. Its bench-stable nature and compatibility with standard coupling reactions facilitate efficient synthesis of sulfide-linked biaryls and heterocyclic scaffolds. The ortho-fluorine substituent enhances metabolic stability and modulates electronic properties, making it valuable for optimizing pharmacophores in drug discovery pipelines.

Synthesis

  • Route1

    References

    • Organic Letters, , vol. 11, # 22 p. 5250 - 5253
  • Route2

    References

    • Collection of Czechoslovak Chemical Communications, , vol. 51, # 11 p. 2598 - 2616
  • Route3

    References

    • Collection of Czechoslovak Chemical Communications, , vol. 51, # 11 p. 2598 - 2616

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2810
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301+H311+H331-H315-H319
Precautionary Statements : P261-P264-P270-P271-P280-P361+P364-P405-P501

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Computational Chemistry Data

  • TPSA   0
  • LogP   2.1144
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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