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CS-W001157 4
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Methyl 4,5-dibromothiophene-2-carboxylate

  • CAS No. 62224-24-2

  • Cat. No. CS-0135755
  • Purity≥95%
  • MDL No.MFCD00831688

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

Methyl 4,5-dibromothiophene-2-carboxylate|CS-0135755

Structure of 62224-24-2

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General Information

  • CAS No. 62224-24-2
  • Cat. No. CS-0135755
  • Purity ≥95%
  • MDL No. MFCD00831688
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₄Br₂O₂S
  • Molecular Weight 299.97
  • Synonym(s) METHYL4,5-DIBROMOTHIOPHENE-2-CARBOXYLATE
  • SMILES O=C(C1=CC(Br)=C(Br)S1)OC

Description

Methyl 4,5-dibromothiophene-2-carboxylate is a brominated thiophene derivative featuring two vicinal bromine substituents at the 4 and 5 positions, enhancing its reactivity in cross-coupling transformations. The ester functionality enables direct use in synthetic sequences requiring electrophilic heterocyclic intermediates. This bench-stable compound serves as a key building block for functionalized heterocycles in medicinal chemistry and materials science.

Application

Methyl 4,5-dibromothiophene-2-carboxylate serves as a versatile building block for the synthesis of functionalized thiophene derivatives. The dibromo substitution pattern enables sequential cross-coupling reactions, while the ester group offers direct handle for further transformation. Its bench-stable nature and compatibility with palladium-catalyzed coupling protocols facilitate efficient construction of complex heterocyclic scaffolds relevant to materials science and medicinal chemistry.

Synthesis

  • Route1
    • null|null
      67-56-1
    • In-stock
      4,5-Dibromothiophene-2-carboxylic acid|CS-W006558
      6324-10-3
    • ~95%
    • In-stock
      Methyl 4,5-dibromothiophene-2-carboxylate|CS-0135755
      62224-24-2

    References

    • PHARMACIA ITALIA S.P.A. Patent: WO2004/7504 A1, 2004 ; Location in patent: Page 58 ; WO 2004/007504 A1
  • Route2
    • null|null
      74-88-4
    • ~%
    • In-stock
      Methyl 4,5-dibromothiophene-2-carboxylate|CS-0135755
      62224-24-2

    References

    • Chemische Berichte, , vol. 18, p. 2306

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   3.0597
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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