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Methyl 4-bromo-3-fluorothiophene-2-carboxylate

  • CAS No. 395664-56-9

  • Cat. No. CS-0035815
  • Molecule weight239.06
  • Purity≥97%
  • MDL No.None

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

Methyl 4-bromo-3-fluorothiophene-2-carboxylate|CS-0035815

Structure of 395664-56-9

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General Information

  • CAS No. 395664-56-9
  • Cat. No. CS-0035815
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₄BrFO₂S
  • Molecular Weight 239.06
  • Synonym(s) 2-Thiophenecarboxylic acid, 4-bromo-3-fluoro-, methyl ester
  • SMILES COC(=O)C1=C(C(=CS1)Br)F

Description

Methyl 4-bromo-3-fluorothiophene-2-carboxylate features a thiophene core with strategically positioned bromo and fluoro substituents, enabling selective cross-coupling reactions. The ester functionality supports derivatization under standard conditions, while the electron-deficient heterocycle enhances reactivity in transition metal-catalyzed transformations. This bench-stable reagent serves as a key building block for functionalized heterocycles in medicinal chemistry and materials science.

Application

Methyl 4-bromo-3-fluorothiophene-2-carboxylate serves as a versatile building block in medicinal chemistry and materials science, enabling palladium-catalyzed cross-coupling reactions due to its well-defined halogenation pattern. The bromo group facilitates Suzuki, Stille, or Negishi couplings, while the fluorine substituent enhances metabolic stability and modulates electronic properties. Its bench-stable nature and straightforward purification make it suitable for multi-step syntheses of functionalized thiophene derivatives and heterocyclic scaffolds.

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

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Computational Chemistry Data

  • TPSA   26.3
  • LogP   2.4363
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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