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Ethyl 2-bromothiophene-3-carboxylate

  • CAS No. 632325-50-9

  • Cat. No. CS-0041734
  • Purity≥95%
  • MDL No.MFCD09965551

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

Ethyl 2-bromothiophene-3-carboxylate|CS-0041734

Structure of 632325-50-9

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General Information

  • CAS No. 632325-50-9
  • Cat. No. CS-0041734
  • Purity ≥95%
  • MDL No. MFCD09965551
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₇BrO₂S
  • Molecular Weight 235.10
  • Synonym(s) Th-COOEt-Br
  • SMILES O=C(C1=C(Br)SC=C1)OCC

Description

Ethyl 2-bromothiophene-3-carboxylate features a brominated thiophene core with an ester-functionalized side chain, enabling direct incorporation into cross-coupling reactions. The electron-deficient thiophene ring facilitates palladium-catalyzed transformations, while the ethyl ester group offers tunable reactivity and stability under standard conditions. This compound serves as a key intermediate in synthesizing biologically active heterocycles and functional materials.

Application

Ethyl 2-bromothiophene-3-carboxylate serves as a versatile building block in synthetic organic chemistry, enabling palladium-catalyzed cross-coupling reactions for the construction of biologically relevant thiophene-based scaffolds. The bromo group facilitates reliable C–C bond formation under standard Suzuki, Stille, and Negishi conditions, while the ester functionality supports subsequent transformations such as hydrolysis or reduction. Its bench stability and compatibility with diverse functional groups make it a practical choice for medicinal chemistry and process development workflows.

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   26.3
  • LogP   2.6873
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   2

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