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1-(4-Bromo-3-methylphenyl)ethanone

  • CAS No. 37074-40-1

  • Cat. No. CS-0153206
  • Molecule weight213.07
  • Purity≥98%
  • MDL No.MFCD00045017

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

1-(4-Bromo-3-methylphenyl)ethanone|CS-0153206

Structure of 37074-40-1

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General Information

  • CAS No. 37074-40-1
  • Cat. No. CS-0153206
  • Purity ≥98%
  • MDL No. MFCD00045017
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₉BrO
  • Molecular Weight 213.07
  • Synonym(s) Ethanone, 1-(4-broMo-3-Methylphenyl)-
  • SMILES CC1=CC(=CC=C1Br)C(=O)C

Description

1-(4-Bromo-3-methylphenyl)ethanone features a brominated aromatic ring flanked by a methyl group and a ketone-bearing side chain, enabling direct integration into cross-coupling and functionalization workflows. The electron-deficient aryl moiety pairs effectively with palladium catalysts under standard conditions, while the bench-stable ketone offers a reliable handle for further derivatization in synthetic sequences.

Application

1-(4-Bromo-3-methylphenyl)ethanone serves as a versatile building block for the synthesis of biologically active molecules and pharmaceutical intermediates. Its structure features a brominated aromatic ring with a methyl group in close proximity to a ketone functionality, enabling selective functionalization via cross-coupling reactions. The ketone group provides a handle for further transformations such as reduction, nucleophilic addition, or enolization, while the aryl bromide supports palladium-catalyzed coupling processes. Bench-stable and readily purified by recrystallization or column chromatography, it integrates efficiently into multi-step synthetic sequences.

Synthesis

  • Route1
    • 1-(4-Bromo-3-methylphenyl)ethanol|CS-0749765
      51930-77-9
    • ~10%
    • In-stock
      1-(4-Bromo-3-methylphenyl)ethanone|CS-0153206
      37074-40-1

    References

    • CONSTELLATION PHARMACEUTICALS; ALBRECHT, Brian, K.; AUDIA, James, Edmund; COOK, Andrew; GAGNON, Alexandre; HARMANGE, Jean-christophe; NAVESCHUK, Christopher, G. Patent: WO2013/75083 A1, 2013 ; Location in patent: Paragraph 00492; 00494 ;
  • Route2

    References

    • Nissan Chemical Industries, Ltd. Patent: EP2172462 A1, 2010 ; Location in patent: Page/Page column 73-74 ;
  • Route3

    References

    • BOEHRINGER INGELHEIM INTERNATIONAL GMBH; KUHN, Cyrille; BHARDWAJ, Punit K .; POUPART, Marc-Andre Patent: WO2011/91532 A1, 2011 ;

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

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Computational Chemistry Data

  • TPSA   17.07
  • LogP   2.96012
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   1

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