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CS-W001157 4
Total: USD 88.00

4-Bromobenzothiophene

  • CAS No. 5118-13-8

  • Cat. No. CS-W019783
  • Purity≥97%
  • MDL No.MFCD08669544

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

4-Bromobenzothiophene|CS-W019783

Structure of 5118-13-8

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General Information

  • CAS No. 5118-13-8
  • Cat. No. CS-W019783
  • Purity ≥97%
  • MDL No. MFCD08669544
  • Storage RT, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₅BrS
  • Molecular Weight 213.09
  • Synonym(s) 4-Bromo-1-benzothiophene; T56 BSJ FE [WLN]
  • SMILES BrC1=C(C=CS2)C2=CC=C1

Description

4-Bromobenzothiophene serves as a key building block in the synthesis of functionalized heterocycles for pharmaceutical and materials applications. This bench-stable, moisture-tolerant compound features a bromine substituent at the para position, enabling efficient cross-coupling reactions. The fused thiophene ring imparts electron-rich character, enhancing reactivity in palladium-catalyzed transformations.

Application

4-Bromobenzothiophene serves as a versatile building block in synthetic organic chemistry, enabling palladium-catalyzed cross-coupling reactions such as Suzuki, Stille, and Negishi transformations. Its stability under standard reaction conditions, combined with excellent functional group tolerance, makes it ideal for constructing biaryl architectures and heterocyclic scaffolds relevant to pharmaceutical and materials research.

Synthesis

  • Route1

    References

    • Allen, Daniel; Callaghan, Owen; Cordier, Frederic L.; Dobson, David R.; Harris, John R.; Hotten, Terry M.; Owton, W. Martin; Rathmell, Richard E.; Wood, Virginia A. Tetrahedron Letters, 2004 , vol. 45, # 52 p. 9645 - 9647
  • Route2
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    • In-stock
      4-Bromobenzothiophene|CS-W019783
      5118-13-8

    References

    • VITAE PHARMACEUTICALS, INC. Patent: WO2007/117560 A2, 2007 ; Location in patent: Page/Page column 145-146 ; WO 2007/117560 A2
  • Route3

    References

    • Eli Lilly and Company Patent: US6664274 B1, 2003 ; Location in patent: Page column 23; 24 ; US 6664274 B1

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   3.6638
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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