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Methyl 2-bromo-5-(trifluoromethyl)benzoate

  • CAS No. 1026355-57-6

  • Cat. No. CS-0097707
  • Purity≥96%
  • MDL No.MFCD09999461

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

Methyl 2-bromo-5-(trifluoromethyl)benzoate|CS-0097707

Structure of 1026355-57-6

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General Information

  • CAS No. 1026355-57-6
  • Cat. No. CS-0097707
  • Purity ≥96%
  • MDL No. MFCD09999461
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₆BrF₃O₂
  • Molecular Weight 283.04
  • Synonym(s) Benzoic acid, 2-bromo-5-(trifluoromethyl)-, methyl ester
  • SMILES O=C(C1=CC(C(F)(F)F)=CC=C1Br)OC

Description

Methyl 2-bromo-5-(trifluoromethyl)benzoate features a bromine atom at the ortho position and a strongly electron-withdrawing trifluoromethyl group at the para position, enabling efficient cross-coupling reactions. This bench-stable ester integrates readily into synthetic sequences requiring halogenated aromatics with enhanced reactivity and stability.

Application

Methyl 2-bromo-5-(trifluoromethyl)benzoate serves as a versatile building block in medicinal chemistry and materials science, enabling palladium-catalyzed cross-coupling reactions due to its ortho-bromo functionality. The trifluoromethyl group imparts enhanced metabolic stability and lipophilicity, while the methyl ester provides a handle for further derivatization. Its bench-stable nature and compatibility with standard reaction conditions facilitate efficient synthesis of complex aromatic scaffolds.

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   26.3
  • LogP   3.2545
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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