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CS-W001157 4
Total: USD 88.00

1-(3-Bromo-2-fluorophenyl)ethanone

  • CAS No. 161957-61-5

  • Cat. No. CS-W021214
  • Purity≥98%
  • MDL No.MFCD09264507

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

1-(3-Bromo-2-fluorophenyl)ethanone|CS-W021214

Structure of 161957-61-5

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General Information

  • CAS No. 161957-61-5
  • Cat. No. CS-W021214
  • Purity ≥98%
  • MDL No. MFCD09264507
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₆BrFO
  • Molecular Weight 217.04
  • Synonym(s) 3'-Bromo-2'-Fluoroacetophenone
  • SMILES BrC1=CC=CC(=C1F)C(C)=O

Description

1-(3-Bromo-2-fluorophenyl)ethanone features a brominated and fluorinated aromatic core paired with a reactive ketone group, enabling direct incorporation into Suzuki-Miyaura and Negishi coupling cascades. This bench-stable acyl moiety facilitates rapid access to complex biaryl architectures under standard conditions.

Application

1-(3-Bromo-2-fluorophenyl)ethanone serves as a versatile building block in medicinal chemistry, enabling the construction of biologically relevant heterocyclic scaffolds via electrophilic substitution and transition-metal-catalyzed coupling reactions. The molecule's bromo and fluoro substituents offer orthogonal reactivity for sequential functionalization, while its ketone group facilitates enolization and nucleophilic addition. Bench-stable and amenable to purification by recrystallization or flash chromatography, it functions reliably in multi-step syntheses requiring high functional group tolerance.

Synthesis

  • Route1
    • 3-Bromo-2-fluoro-N-methoxy-N-methylbenzamide|CS-0191957
      680610-73-5
    • null|null
      75-16-1
    • ~97%
    • In-stock
      1-(3-Bromo-2-fluorophenyl)ethanone|CS-W021214
      161957-61-5

    References

    • Andreini, Matteo; Gabellieri, Emanuele; Guba, Wolfgang; Marconi, Guido; Narquizian, Robert; Power, Eoin; Travagli, Massimiliano; Woltering, Thomas; Wostl, Wolfgang Patent: US2009/209529 A1, 2009 ; Location in patent: Page/Page column 34 ;
  • Route2
    • null|null
      75-36-5
    • (3-Bromo-2-fluorophenyl)trimethylsilane|CS-0191968
      161957-53-5
    • ~76%
    • In-stock
      1-(3-Bromo-2-fluorophenyl)ethanone|CS-W021214
      161957-61-5

    References

    • Moyroud, Joel; Guesnet, Jean-Luc; Bennetau, Bernard; Mortier, Jacques Bulletin de la Societe Chimique de France, 1996 , vol. 133, # 2 p. 133 - 141
  • Route3
    • (3-Bromo-2-fluorophenyl)trimethylsilane|CS-0191968
      161957-53-5
    • ~%
    • In-stock
      1-(3-Bromo-2-fluorophenyl)ethanone|CS-W021214
      161957-61-5

    References

    • US2004/220194 A1, ; Page 43 ; US 20040220194 A1

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   2.7908
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   1

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