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CS-W001157 4
Total: USD 88.00

1-(3,5-Dibromophenyl)ethanone

  • CAS No. 14401-73-1

  • Cat. No. CS-W002335
  • Purity≥96%
  • MDL No.MFCD00078665

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

1-(3,5-Dibromophenyl)ethanone|CS-W002335

Structure of 14401-73-1

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General Information

  • CAS No. 14401-73-1
  • Cat. No. CS-W002335
  • Purity ≥96%
  • MDL No. MFCD00078665
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₆Br₂O
  • Molecular Weight 277.94
  • Synonym(s) 3',5'-Dibromoacetophenone
  • SMILES CC(=O)c1cc(Br)cc(c1)Br

Description

1-(3,5-Dibromophenyl)ethanone features a sterically hindered dibrominated aromatic ring paired with a reactive ketone group, enabling direct incorporation into cross-coupling and electrophilic functionalization workflows. This bench-stable compound serves as a key building block for brominated phenyl ketones in synthetic organic chemistry.

Application

1-(3,5-Dibromophenyl)ethanone serves as a versatile building block for brominated aromatic scaffolds in medicinal chemistry and materials synthesis. Its stability under standard reaction conditions enables reliable use in palladium-catalyzed cross-coupling reactions, including Suzuki and Stille couplings. The ketone functionality offers direct access to α-alkylated derivatives and facilitates downstream functionalization via enolization or nucleophilic addition.

Synthesis

  • Route1

    References

    • Lintnerova, Lucia; Garcia-Caballero, Melissa; Gregan, Fridrich; Melichercik, Milan; Quesada, Ana R.; Dobias, Juraj; Lac, Jan; Salisova, Marta; Bohac, Andrej European Journal of Medicinal Chemistry, 2014 , vol. 72, p. 146 - 159
  • Route2
    • null|null
      1080603-07-1
    • null|null
      75-16-1
    • ~98%
    • In-stock
      1-(3,5-Dibromophenyl)ethanone|CS-W002335
      14401-73-1

    References

    • LOCUS PHARMACEUTICALS, INC. Patent: WO2008/8059 A1, 2008 ; Location in patent: Page/Page column 181-182 ;
  • Route3

    References

    • HITACHI CHIEMICAL CO., LTD., Patent: US2007/138945 A1, 2007 ; Location in patent: Page/Page column 11 ;

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   3.4142
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   1

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