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CS-W001157 4
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1-(2-Bromo-4-methylphenyl)ethanone

  • CAS No. 103286-27-7

  • Cat. No. CS-0153338
  • Purity≥95%
  • MDL No.MFCD08061386

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

1-(2-Bromo-4-methylphenyl)ethanone|CS-0153338

Structure of 103286-27-7

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General Information

  • CAS No. 103286-27-7
  • Cat. No. CS-0153338
  • Purity ≥95%
  • MDL No. MFCD08061386
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₉BrO
  • Molecular Weight 213.07
  • Synonym(s) 1-(2-bromo-4-methylphenyl)ethan-1-one
  • SMILES CC1=CC(=C(C=C1)C(=O)C)Br

Description

1-(2-Bromo-4-methylphenyl)ethanone features a brominated aromatic ring fused to an acetyl group, enabling direct functionalization in cross-coupling reactions. The para-methyl substitution enhances electron density at the ipso position, while the bromine serves as a reactive handle for palladium-catalyzed transformations. This compound demonstrates excellent stability under standard bench conditions and integrates readily into complex molecular architectures.

Application

1-(2-Bromo-4-methylphenyl)ethanone serves as a versatile building block in medicinal chemistry and synthetic organic research, enabling direct functionalization at the aromatic ring via palladium-catalyzed cross-coupling reactions. The ketone functionality offers a site for nucleophilic addition or enolization, while the bromo and methyl groups provide orthogonal handles for further diversification. Bench-stable and compatible with standard reaction conditions, it facilitates efficient construction of complex aryl-substituted scaffolds relevant to pharmaceutical development.

Synthesis

  • Route1
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      75-36-5
    • ~0%
    • In-stock
      1-(2-Bromo-4-methylphenyl)ethanone|CS-0153338
      103286-27-7
    • In-stock
      1-(4-Bromo-2-methylphenyl)ethanone|CS-0099492
      65095-33-2

    References

    • Yu; Chong, Yoochul; Kayyem, Jon Faiz; Gozin, Michael Journal of Organic Chemistry, 1999 , vol. 64, # 6 p. 2070 - 2079
  • Route2
    • null|null
      53456-09-0
    • ~%
    • In-stock
      1-(2-Bromo-4-methylphenyl)ethanone|CS-0153338
      103286-27-7

    References

    • McKinnon, David M.; Abouzeid, Azza Journal of Heterocyclic Chemistry, 1991 , vol. 28, # 2 p. 347 - 350
  • Route3

    References

    • McKinnon, David M.; Abouzeid, Azza Journal of Heterocyclic Chemistry, 1991 , vol. 28, # 2 p. 347 - 350

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
Precautionary Statements : P261-P302+P352

Quality Control

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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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