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Methyl 5-bromo-3-fluorothiophene-2-carboxylate

  • CAS No. 1820885-11-7

  • Cat. No. CS-0530575
  • Purity≥97%
  • MDL No.MFCD22572407

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

Methyl 5-bromo-3-fluorothiophene-2-carboxylate|CS-0530575

Structure of 1820885-11-7

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General Information

  • CAS No. 1820885-11-7
  • Cat. No. CS-0530575
  • Purity ≥97%
  • MDL No. MFCD22572407
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₄BrFO₂S
  • Molecular Weight 239.06
  • Synonym(s) Methyl 5-bromo-3-fluoro-2-thiophenecarboxylate
  • SMILES O=C(C1=C(F)C=C(Br)S1)OC

Description

Methyl 5-bromo-3-fluorothiophene-2-carboxylate features a thiophene core bearing bromo and fluoro substituents at the 5- and 3-positions, respectively, with a methyl ester at C2. This electron-deficient heterocycle integrates readily into cross-coupling reactions, enabling efficient access to complex functionalized building blocks in medicinal chemistry and materials synthesis.

Application

Methyl 5-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 bromo substituent. The fluorine atom enhances metabolic stability and modulates electronic properties, while the ester group provides a handle for further functionalization. Its bench-stable nature and compatibility with standard synthetic protocols facilitate efficient access to substituted thiophene scaffolds relevant to pharmaceutical and agrochemical development.

Safety Information

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GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301-H311-H331
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P361+P364-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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