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CS-W001157 4
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1-(5-Bromo-2-methylphenyl)ethanone

  • CAS No. 90326-54-8

  • Cat. No. CS-0042136
  • Purity≥96%
  • MDL No.MFCD22493313

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

1-(5-Bromo-2-methylphenyl)ethanone|CS-0042136

Structure of 90326-54-8

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General Information

  • CAS No. 90326-54-8
  • Cat. No. CS-0042136
  • Purity ≥96%
  • MDL No. MFCD22493313
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₉BrO
  • Molecular Weight 213.07
  • Synonym(s) 1-(5-bromo-2-methylphenyl)ethan-1-one
  • SMILES CC(C1=CC(Br)=CC=C1C)=O

Description

1-(5-Bromo-2-methylphenyl)ethanone features a brominated aromatic ring fused to an acetyl group, enabling direct integration into cross-coupling reactions. The para-bromine and ortho-methyl substituents provide electronic and steric control, enhancing regioselectivity in Pd-catalyzed transformations. This bench-stable ketone serves as a key intermediate for synthesizing functionalized biaryl scaffolds under standard conditions.

Application

1-(5-Bromo-2-methylphenyl)ethanone serves as a versatile building block in medicinal chemistry and materials science, enabling efficient construction of biaryl scaffolds via palladium-catalyzed cross-coupling reactions. The ketone functionality provides a handle for further derivatization, while the bromo and methyl groups offer orthogonal sites for functionalization. Its bench-stable nature and compatibility with standard reaction conditions facilitate reliable synthesis of complex molecular architectures.

Synthesis

  • Route1
    • null|null
      842135-03-9
    • null|null
      676-58-4
    • ~91%
    • In-stock
      1-(5-Bromo-2-methylphenyl)ethanone|CS-0042136
      90326-54-8

    References

    • Good, James A. D.; Wang, Fang; Rath, Oliver; Kaan, Hung Yi Kristal; Talapatra, Sandeep K.; Podgorski, Dawid; MacKay, Simon P.; Kozielski, Frank Journal of Medicinal Chemistry, 2013 , vol. 56, # 5 p. 1878 - 1893
  • Route2

    References

    • Good, James A. D.; Wang, Fang; Rath, Oliver; Kaan, Hung Yi Kristal; Talapatra, Sandeep K.; Podgorski, Dawid; MacKay, Simon P.; Kozielski, Frank Journal of Medicinal Chemistry, 2013 , vol. 56, # 5 p. 1878 - 1893
  • Route3
    • null|null
      21900-41-4
    • ~%
    • In-stock
      1-(5-Bromo-2-methylphenyl)ethanone|CS-0042136
      90326-54-8

    References

    • Good, James A. D.; Wang, Fang; Rath, Oliver; Kaan, Hung Yi Kristal; Talapatra, Sandeep K.; Podgorski, Dawid; MacKay, Simon P.; Kozielski, Frank Journal of Medicinal Chemistry, 2013 , vol. 56, # 5 p. 1878 - 1893

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   2.96012
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   1

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