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CS-W001157 4
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2-Bromothiophene-3-carbaldehyde

  • CAS No. 1860-99-7

  • Cat. No. CS-W006466
  • Purity≥96%
  • MDL No.MFCD09025880

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

2-Bromothiophene-3-carbaldehyde|CS-W006466

Structure of 1860-99-7

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General Information

  • CAS No. 1860-99-7
  • Cat. No. CS-W006466
  • Purity ≥96%
  • MDL No. MFCD09025880
  • Storage 4°C, protect from light, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₃BrOS
  • Molecular Weight 191.05
  • Synonym(s) 2-Bromothiophene-3-carboxaldehyde
  • SMILES O=CC1=C(Br)SC=C1

Description

2-Bromothiophene-3-carbaldehyde features a brominated thiophene ring fused to an aldehyde group, delivering high reactivity for cross-coupling and functionalization. This electron-deficient heterocycle integrates readily into complex molecular architectures, offering precise control in synthetic pathways.

Application

2-Bromothiophene-3-carbaldehyde serves as a versatile building block in heterocyclic synthesis, enabling palladium-catalyzed cross-coupling reactions and electrophilic functionalization at the thiophene ring. The aldehyde group facilitates efficient derivatization via nucleophilic addition, reductive amination, or condensation reactions, while the bromine substituent provides orthogonal reactivity for further diversification. Its bench-stable nature and compatibility with standard reaction conditions make it a practical choice for medicinal chemistry and process development workflows.

Synthesis

  • Route1

    References

    • SUNOVION PHARMACEUTICALS, INC.; PSYCHOGENICS INC.; SHAO, Liming; CAMPBELL, John, Emerson; HEWITT, Michael, Charles; CAMPBELL, Una; HANANIA, Taleen, G. Patent: WO2011/69063 A2, 2011 ; Location in patent: Page/Page column 95 ;
  • Route2
    • null|null
      40032-76-6
    • ~87%
    • In-stock
      2-Bromothiophene-3-carbaldehyde|CS-W006466
      1860-99-7

    References

    • Levine, David R.; Siegler, Maxime A.; Tovar, John D. Journal of the American Chemical Society, 2014 , vol. 136, # 19 p. 7132 - 7139
  • Route3
    • 2-Bromo-3-iodothiophene|CS-0159758
      24287-92-1
    • null|null
      68-12-2
    • ~%
    • In-stock
      2-Bromothiophene-3-carbaldehyde|CS-W006466
      1860-99-7

    References

    • Sonoda, Motohiro; Kinoshita, Shoko; Luu, Thanh; Fukuda, Hiroshi; Miki, Koji; Umeda, Rui; Tobe, Yoshito Synthetic Communications, 2009 , vol. 39, # 18 p. 3315 - 3323

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   17.07
  • LogP   2.3231
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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