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CS-W001157 4
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Methyl 4-bromo-2-(trifluoromethoxy)benzoate

  • CAS No. 933785-18-3

  • Cat. No. CS-0041039
  • Purity≥98%
  • MDL No.MFCD12761592

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

Methyl 4-bromo-2-(trifluoromethoxy)benzoate|CS-0041039

Structure of 933785-18-3

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General Information

  • CAS No. 933785-18-3
  • Cat. No. CS-0041039
  • Purity ≥98%
  • MDL No. MFCD12761592
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₆BrF₃O₃
  • Molecular Weight 299.04
  • Synonym(s) Ethyl 4-bromo-2-(trifluoromethoxy)benzoate
  • SMILES O=C(OC)C1=CC=C(Br)C=C1OC(F)(F)F

Description

Methyl 4-bromo-2-(trifluoromethoxy)benzoate features a trifluoromethoxy group that enhances electron-withdrawal and metabolic stability, while the bromine at the para position enables efficient cross-coupling reactions. This bench-stable ester integrates readily into complex molecular architectures under standard conditions.

Application

Methyl 4-bromo-2-(trifluoromethoxy)benzoate serves as a versatile building block in medicinal chemistry and materials synthesis, enabling palladium-catalyzed cross-coupling reactions such as Suzuki, Stille, and Negishi couplings. The bromo group facilitates efficient functionalization, while the trifluoromethoxy and ester functionalities provide enhanced metabolic stability and lipophilicity. Its bench-stable nature and compatibility with standard reaction conditions make it ideal for constructing complex heterocyclic scaffolds and API intermediates.

Synthesis

  • Route1
    • null|null
      67-56-1
    • In-stock
      4-Bromo-2-(trifluoromethoxy)benzoic acid|CS-W003831
      509142-48-7
    • ~75%
    • In-stock
      Methyl 4-bromo-2-(trifluoromethoxy)benzoate|CS-0041039
      933785-18-3

    References

    • BOEHRINGER INGELHEIM INTERNATIONAL GMBH Patent: US2012/28952 A1, 2012 ; Location in patent: Page/Page column 19 ;

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H227-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   35.53
  • LogP   3.1343
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   2

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