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CS-W001157 4
Total: USD 88.00

1-(2-Bromo-5-methylphenyl)ethanone

  • CAS No. 77344-70-8

  • Cat. No. CS-0188433
  • Molecule weight213.07
  • Purity≥98%
  • MDL No.None

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

1-(2-Bromo-5-methylphenyl)ethanone|CS-0188433

Structure of 77344-70-8

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General Information

  • CAS No. 77344-70-8
  • Cat. No. CS-0188433
  • Purity ≥98%
  • MDL No. None
  • 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-5-methylphenyl)ethan-1-one
  • SMILES CC1=CC(=C(C=C1)Br)C(=O)C

Description

1-(2-Bromo-5-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 reaction site, while the bromine serves as a reliable coupling handle. This compound offers high reactivity under standard palladium-catalyzed conditions and maintains stability during storage and handling.

Application

1-(2-Bromo-5-methylphenyl)ethanone serves as a versatile building block for palladium-catalyzed cross-coupling reactions, enabling efficient construction of biaryl architectures. Its bromo group facilitates reliable Suzuki, Stille, and Negishi couplings, while the acetyl functionality offers orthogonal reactivity for further functionalization. The compound exhibits good bench stability and is readily purified by recrystallization, making it well-suited for iterative synthesis in medicinal chemistry and process development workflows.

Synthesis

  • Route1
    • null|null
      1048108-06-0
    • null|null
      75-16-1
    • ~93%
    • In-stock
      1-(2-Bromo-5-methylphenyl)ethanone|CS-0188433
      77344-70-8

    References

    • Thome, Isabelle; Besson, Claire; Kleine, Tillmann; Bolm, Carsten Angewandte Chemie - International Edition, 2013 , vol. 52, # 29 p. 7509 - 7513 Angew. Chem., 2013 , vol. 125, # 29 p. 7657 - 7661,5
  • Route2

    References

    • Borsche; Scriba Justus Liebigs Annalen der Chemie, 1939 , vol. 541, p. 283,290
  • Route3

    References

    • Borsche; Scriba Justus Liebigs Annalen der Chemie, 1939 , vol. 541, p. 283,290

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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