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CS-W001157 4
Total: USD 88.00

4-Bromophenyl trifluoromethanesulfonate

  • CAS No. 66107-30-0

  • Cat. No. CS-0322706
  • Purity≥98%
  • MDL No.None

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

4-Bromophenyl trifluoromethanesulfonate|CS-0322706

Structure of 66107-30-0

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General Information

  • CAS No. 66107-30-0
  • Cat. No. CS-0322706
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₄BrF₃O₃S
  • Molecular Weight 305.07
  • Synonym(s) Methanesulfonic acid, 1,1,1-trifluoro-, 4-bromophenyl ester
  • SMILES C1=C(C=CC(=C1)OS(=O)(=O)C(F)(F)F)Br

Description

4-Bromophenyl trifluoromethanesulfonate serves as a robust arylating agent in transition-metal-catalyzed cross-coupling reactions. The triflate group enables facile C–C bond formation under mild conditions, while the bromo substituent offers orthogonal reactivity for sequential functionalization. This bifunctional scaffold integrates seamlessly into complex molecular architectures.

Application

4-Bromophenyl trifluoromethanesulfonate serves as a reliable aryl electrophile in palladium-catalyzed cross-coupling reactions, enabling efficient C–C bond formation under standard Suzuki, Stille, and Negishi conditions. Its triflate group provides high reactivity and stability, facilitating clean transformations with broad functional group tolerance. The molecule exhibits excellent bench stability and simplifies purification, making it well-suited for iterative synthesis workflows in medicinal chemistry and materials science.

Synthesis

  • Route1
    • null|null
      106-41-2
    • null|null
      358-23-6
    • ~94%
    • In-stock
      4-Bromophenyl trifluoromethanesulfonate|CS-0322706
      66107-30-0

    References

    • Jolly, Phillip I.; Fleary-Roberts, Nadia; O'Sullivan, Steven; Doni, Eswararao; Zhou, Shengze; Murphy, John A. Organic and Biomolecular Chemistry, 2012 , vol. 10, # 30 p. 5807 - 5810
  • Route2

    References

    • Herbert, John M.; Kohler, Andrew D.; Le Strat, Franck; Whitehead, David Journal of Labelled Compounds and Radiopharmaceuticals, 2007 , vol. 50, # 5-6 p. 440 - 441

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319
Precautionary Statements : P264-P280-P302+P352-P362

Quality Control

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Computational Chemistry Data

  • TPSA   43.37
  • LogP   2.6775
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   2

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