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CS-W001157 4
Total: USD 88.00

1-(4-Bromothiophen-2-yl)ethanone

  • CAS No. 7209-11-2

  • Cat. No. CS-0033728
  • Purity≥97%
  • MDL No.MFCD01566552

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

1-(4-Bromothiophen-2-yl)ethanone|CS-0033728

Structure of 7209-11-2

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General Information

  • CAS No. 7209-11-2
  • Cat. No. CS-0033728
  • Purity ≥97%
  • MDL No. MFCD01566552
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₅BrOS
  • Molecular Weight 205.07
  • Synonym(s) 4-Bromo-2-acetylthiophene; 2-Acetyl-4-bromothiophene
  • SMILES CC(C1=CC(Br)=CS1)=O

Description

1-(4-Bromothiophen-2-yl)ethanone features a brominated thiophene ring fused to an acetyl group, delivering a robust platform for cross-coupling and functionalization. This bench-stable ketone integrates readily into synthetic sequences requiring electron-deficient heterocyclic motifs.

Application

1-(4-Bromothiophen-2-yl)ethanone serves as a versatile building block in synthetic organic chemistry, enabling efficient access to functionalized thiophene derivatives. Its bromine substituent facilitates palladium-catalyzed cross-coupling reactions, while the acetyl group provides a handle for further transformations such as oxidation or enolization. The compound exhibits good bench stability and is readily purified by standard techniques, making it well-suited for use in medicinal chemistry and materials science applications.

Synthesis

  • Route1

    References

    • Gonzalez, Isabel C.; Davis, Leon N.; Smith II, Charles K. Bioorganic and Medicinal Chemistry Letters, 2004 , vol. 14, # 15 p. 4037 - 4043
  • Route2

    References

    • Centre Europeen de Bioprospective-Ceb Patent: US6265423 B1, 2001 ; US 6265423 B1
  • Route3

    References

    • Chemical and Pharmaceutical Bulletin, , vol. 48, # 10 p. 1558 - 1566

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-H319
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   17.07
  • LogP   2.7132
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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