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CS-W001157 4
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Methyl 3-bromo-4-(trifluoromethoxy)benzoate

  • CAS No. 1131594-45-0

  • Cat. No. CS-0087897
  • Purity≥98%
  • MDL No.MFCD11110912

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

Methyl 3-bromo-4-(trifluoromethoxy)benzoate|CS-0087897

Structure of 1131594-45-0

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General Information

  • CAS No. 1131594-45-0
  • Cat. No. CS-0087897
  • Purity ≥98%
  • MDL No. MFCD11110912
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₆BrF₃O₃
  • Molecular Weight 299.04
  • Synonym(s) Benzoic acid, 3-bromo-4-(trifluoromethoxy)-, methyl ester
  • SMILES O=C(OC)C1=CC=C(OC(F)(F)F)C(Br)=C1

Description

Methyl 3-bromo-4-(trifluoromethoxy)benzoate features a bromine atom at the meta position and a trifluoromethoxy group at the para position relative to the ester, creating a highly electron-deficient aromatic core. This combination enables efficient coupling reactions in cross-coupling protocols, particularly in palladium-catalyzed transformations. The molecule exhibits excellent stability under standard conditions and offers predictable regioselectivity in synthetic sequences.

Application

Methyl 3-bromo-4-(trifluoromethoxy)benzoate serves as a versatile building block for Suzuki-Miyaura and Stille couplings, enabling efficient construction of biaryl and heteroaryl scaffolds. The bromo group exhibits high reactivity under standard palladium catalysis, while the trifluoromethoxy moiety provides enhanced metabolic stability and lipophilicity—key attributes in medicinal chemistry. Bench-stable and amenable to purification via flash chromatography, this compound facilitates rapid access to complex aromatic systems common in pharmaceutical and agrochemical development.

Safety Information

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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

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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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