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CS-W001157 4
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2-Bromo-5-(trifluoromethyl)benzoic acid

  • CAS No. 1483-56-3

  • Cat. No. CS-W005258
  • Purity≥98%
  • MDL No.MFCD06208253

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

2-Bromo-5-(trifluoromethyl)benzoic acid|CS-W005258

Structure of 1483-56-3

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General Information

  • CAS No. 1483-56-3
  • Cat. No. CS-W005258
  • Purity ≥98%
  • MDL No. MFCD06208253
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₄BrF₃O₂
  • Molecular Weight 269.02
  • Synonym(s) QVR BE EXFFF [WLN]
  • SMILES O=C(O)C1=CC(C(F)(F)F)=CC=C1Br

Description

2-Bromo-5-(trifluoromethyl)benzoic acid features a sterically hindered aromatic core with complementary electron-withdrawing groups. The trifluoromethyl moiety enhances metabolic stability and lipophilicity, while the bromine atom provides a handle for palladium-catalyzed coupling reactions. This compound serves as a key intermediate in the synthesis of bioactive molecules and functional materials.

Application

2-Bromo-5-(trifluoromethyl)benzoic acid serves as a versatile building block in medicinal chemistry and materials science, enabling palladium-catalyzed cross-coupling reactions due to its well-established aryl bromide functionality. The trifluoromethyl group enhances metabolic stability and lipophilicity, while the carboxylic acid moiety allows for direct derivatization or incorporation into heterocyclic scaffolds. Its bench-stable solid form facilitates handling and purification in multi-step syntheses.

Synthesis

  • Route1
    • null|null
      124-38-9
    • In-stock
      1-Bromo-4-(trifluoromethyl)benzene|CS-W014220
      402-43-7
    • ~84%
    • In-stock
      2-Bromo-5-(trifluoromethyl)benzoic acid|CS-W005258
      1483-56-3

    References

    • Tetrahedron Letters, , vol. 37, # 16 p. 2767 - 2770
  • Route2

    References

    • Journal of the American Chemical Society, , vol. 130, # 3 p. 810 - 811
  • Route3
    • null|null
      124-38-9
    • ~%
    • In-stock
      2-Bromo-5-(trifluoromethyl)benzoic acid|CS-W005258
      1483-56-3

    References

    • WO2006/56854 A1, ; Page/Page column 55 ;

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   37.3
  • LogP   3.1661
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   1

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