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CS-W001157 4
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3-Bromo-4-methylthiophene

  • CAS No. 30318-99-1

  • Cat. No. CS-W008032
  • Purity≥97%
  • MDL No.MFCD00130084

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

3-Bromo-4-methylthiophene|CS-W008032

Structure of 30318-99-1

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General Information

  • CAS No. 30318-99-1
  • Cat. No. CS-W008032
  • Purity ≥97%
  • MDL No. MFCD00130084
  • Storage -20°C, protect from light, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₅BrS
  • Molecular Weight 177.06
  • Synonym(s) 3-Methyl-4-bromothiophene; 3-Bromo-4-methylthiophene
  • SMILES CC1=CSC=C1Br

Description

3-Bromo-4-methylthiophene is a bench-stable, moisture-tolerant heterocyclic building block featuring a bromine at the 3-position and a methyl group at the 4-position on the thiophene ring. This electronic configuration enables efficient palladium-catalyzed coupling reactions, facilitating the construction of complex conjugated architectures in materials science and pharmaceutical synthesis.

Application

3-Bromo-4-methylthiophene serves as a versatile building block in the synthesis of functionalized thiophenes, enabling palladium-catalyzed cross-coupling reactions with broad functional group tolerance. The bromo substituent facilitates Suzuki, Stille, and Negishi couplings, while the methylthio group offers a handle for selective oxidation or further derivatization. This compound exhibits excellent bench stability and is readily purified by distillation, making it ideal for iterative synthetic workflows in medicinal chemistry and materials science.

Synthesis

  • Route1

    References

    • Jaber, Nimer; Schumann, Herbert; Blum, Jochanan Journal of Heterocyclic Chemistry, 2003 , vol. 40, # 4 p. 565 - 567
  • Route2
    • 2,3,5-Tribromo-4-methylthiophene|CS-W011927
      67869-13-0
    • ~87%
    • In-stock
      3-Bromo-4-methylthiophene|CS-W008032
      30318-99-1

    References

    • Dapperheld, S.; Feldhues, M.; Litterer, H.; Sistig, F.; Wegener, P. Synthesis, 1990 , # 5 p. 403 - 405
  • Route3
    • null|null
      616-44-4
    • ~%
    • In-stock
      3-Bromo-4-methylthiophene|CS-W008032
      30318-99-1

    References

    • Synthetic Communications, , vol. 11, # 1 p. 25 - 28

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

Quality Control

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Computational Chemistry Data

  • TPSA   0
  • LogP   2.81902
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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