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CS-W001157 4
Total: USD 88.00

3-Bromo-5-(trifluoromethoxy)benzoic acid

  • CAS No. 453565-90-7

  • Cat. No. CS-W021863
  • Molecule weight285.01
  • Purity≥97%
  • MDL No.MFCD04116041

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

3-Bromo-5-(trifluoromethoxy)benzoic acid|CS-W021863

Structure of 453565-90-7

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General Information

  • CAS No. 453565-90-7
  • Cat. No. CS-W021863
  • Purity ≥97%
  • MDL No. MFCD04116041
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₄BrF₃O₃
  • Molecular Weight 285.01
  • Synonym(s) 3-Bromo-5-(trifluoromethoxy)Benzoicacid
  • SMILES O=C(O)C1=CC(OC(F)(F)F)=CC(Br)=C1

Description

3-Bromo-5-(trifluoromethoxy)benzoic acid features a trifluoromethoxy group enhancing electron-withdrawal and lipophilicity, while the bromine substituent enables subsequent cross-coupling reactions. This combination delivers a robust platform for medicinal chemistry and materials synthesis under standard conditions.

Application

3-Bromo-5-(trifluoromethoxy)benzoic acid serves as a versatile building block for the synthesis of bioactive heterocycles and pharmaceutical intermediates. Its orthogonal functional groups—bromide and carboxylic acid—enable diverse cross-coupling reactions and derivatization strategies, including Suzuki, Stille, and amide formation. The trifluoromethoxy group imparts enhanced metabolic stability and lipophilicity, making it valuable in medicinal chemistry campaigns targeting CNS and oncology therapeutics. The compound exhibits good bench stability and is readily purified by recrystallization or chromatography.

Synthesis

  • Route1
    • 4-Amino-3-bromo-5-(trifluoromethoxy)benzoic acid|CS-0511176
      453565-89-4
    • ~73%
    • In-stock
      3-Bromo-5-(trifluoromethoxy)benzoic acid|CS-W021863
      453565-90-7

    References

    • US2003/55085 A1, ; US 20030055085 A1

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-H335
Precautionary Statements : P260-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P332+P313-P337+P313-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   46.53
  • LogP   3.0459
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   2

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