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Methyl 5-bromo-2-methylthiophene-3-carboxylate

  • CAS No. 1259396-11-6

  • Cat. No. CS-0094658
  • Molecule weight235.10
  • Purity≥98%
  • MDL No.MFCD14636529

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

Methyl 5-bromo-2-methylthiophene-3-carboxylate|CS-0094658

Structure of 1259396-11-6

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General Information

  • CAS No. 1259396-11-6
  • Cat. No. CS-0094658
  • Purity ≥98%
  • MDL No. MFCD14636529
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₇BrO₂S
  • Molecular Weight 235.10
  • Synonym(s) Methyl5-bromo-2-methylthiophene
  • SMILES O=C(C1=C(C)SC(Br)=C1)OC

Description

Methyl 5-bromo-2-methylthiophene-3-carboxylate features a brominated thiophene core with a methylthio substituent at the 2-position and an ester-functionalized 3-position. This electron-deficient heterocycle enables direct coupling in cross-coupling reactions, serving as a key building block for functionalized thienyl scaffolds in medicinal chemistry and materials science.

Application

Methyl 5-bromo-2-methylthiophene-3-carboxylate serves as a versatile building block in heterocyclic synthesis, enabling palladium-catalyzed cross-coupling reactions due to its well-defined bromo and ester functionalities. The methyl ester group facilitates straightforward manipulation, while the thiophene core provides robust stability and compatibility with diverse reaction conditions. Its predictable reactivity supports efficient access to substituted thiophene derivatives relevant in medicinal chemistry and materials science.

Synthesis

  • Route1

    References

    • Bioorganic and Medicinal Chemistry Letters, , vol. 21, # 18 p. 5417 - 5422
  • Route2

    References

    • Bioorganic and Medicinal Chemistry Letters, , vol. 21, # 18 p. 5417 - 5422
  • Route3

    References

    • Bioorganic and Medicinal Chemistry Letters, , vol. 21, # 18 p. 5417 - 5422

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-P280-P302+P352

Quality Control

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Computational Chemistry Data

  • TPSA   26.3
  • LogP   2.60562
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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