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CS-W001157 4
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3-Bromothiophene-2-carbonitrile

  • CAS No. 18791-98-5

  • Cat. No. CS-W019556
  • Purity≥97%
  • MDL No.MFCD00068173

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

3-Bromothiophene-2-carbonitrile|CS-W019556

Structure of 18791-98-5

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General Information

  • CAS No. 18791-98-5
  • Cat. No. CS-W019556
  • Purity ≥97%
  • MDL No. MFCD00068173
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₂BrNS
  • Molecular Weight 188.05
  • Synonym(s) None
  • SMILES N#CC1=C(Br)C=CS1

Description

3-Bromothiophene-2-carbonitrile features a brominated thiophene core paired with a reactive nitrile group, enabling direct incorporation into cross-coupling and heterocyclic transformations. This bench-stable, moisture-tolerant building block facilitates efficient access to functionalized thienyl derivatives for medicinal chemistry and materials applications.

Application

3-Bromothiophene-2-carbonitrile serves as a versatile building block in heterocyclic synthesis, enabling palladium-catalyzed cross-coupling reactions due to its well-defined bromine and nitrile functionalities. The molecule exhibits excellent bench stability and facilitates the construction of complex thiophene-based scaffolds with high functional group tolerance, making it valuable for medicinal chemistry and materials science applications.

Synthesis

  • Route1
    • In-stock
      2,3-Dibromothiophene|CS-W019996
      3140-93-0
    • null|null
      19158-51-1
    • ~%
    • In-stock
      3-Bromothiophene-2-carbonitrile|CS-W019556
      18791-98-5

    References

    • Journal of Organic Chemistry, , vol. 68, # 24 p. 9513 - 9516
  • Route2
    • 2-Bromo-3-iodothiophene|CS-0159758
      24287-92-1
    • null|null
      19158-51-1
    • ~%
    • In-stock
      2-Bromothiophene-3-carbonitrile|CS-0096797
      56182-43-5
    • In-stock
      3-Bromothiophene-2-carbonitrile|CS-W019556
      18791-98-5

    References

    • Journal of Organic Chemistry, , vol. 68, # 24 p. 9513 - 9516
  • Route3

    References

    • Nandi, Ganesh C.; Laali, Kenneth K. Tetrahedron Letters, 2013 , vol. 54, # 17 p. 2177 - 2179

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 3439
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H302-H311-H315-H319-H332
Precautionary Statements : P264-P270-P330-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   23.79
  • LogP   2.38228
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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