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CS-W001157 4
Total: USD 88.00

1-Iodo-2-(trifluoromethoxy)benzene

  • CAS No. 175278-00-9

  • Cat. No. CS-W004069
  • Purity≥98%
  • MDL No.MFCD00042410

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

1-Iodo-2-(trifluoromethoxy)benzene|CS-W004069

Structure of 175278-00-9

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General Information

  • CAS No. 175278-00-9
  • Cat. No. CS-W004069
  • Purity ≥98%
  • MDL No. MFCD00042410
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₄F₃IO
  • Molecular Weight 288.01
  • Synonym(s) 2-Iodo Trifluoromethoxy Benzene
  • SMILES FC(F)(OC1=CC=CC=C1I)F

Description

1-Iodo-2-(trifluoromethoxy)benzene features a trifluoromethoxy group positioned ortho to the iodine atom, imparting enhanced stability and electron-withdrawing character. This configuration facilitates efficient cross-coupling reactions under standard conditions, enabling reliable C–C bond formation in synthetic sequences. The molecule exhibits excellent bench-stability and compatibility with palladium-catalyzed transformations.

Application

1-Iodo-2-(trifluoromethoxy)benzene serves as a versatile aryl halide building block in palladium-catalyzed cross-coupling reactions. Its trifluoromethoxy group imparts enhanced metabolic stability and lipophilicity, making it valuable for medicinal chemistry applications. The iodide functionality enables efficient coupling with boronic acids, amines, and other nucleophiles under mild conditions, facilitating rapid access to complex biaryl and heterocyclic scaffolds. Bench-stable and readily purified by distillation, it functions reliably in high-throughput synthesis workflows.

Synthesis

  • Route1
    • null|null
      456-55-3
    • ~96%
    • In-stock
      1-Iodo-2-(trifluoromethoxy)benzene|CS-W004069
      175278-00-9

    References

    • Iijima, Akinori; Amii, Hideki Tetrahedron Letters, 2008 , vol. 49, # 41 p. 6013 - 6015
  • Route2
    • null|null
      334778-34-6
    • ~%
    • In-stock
      1-Iodo-2-(trifluoromethoxy)benzene|CS-W004069
      175278-00-9

    References

    • European Journal of Organic Chemistry, , # 4 p. 691 - 695

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   9.23
  • LogP   3.1898
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   1

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