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CS-W001157 4
Total: USD 88.00

1-(2-Bromo-6-methoxyphenyl)ethanone

  • CAS No. 380225-68-3

  • Cat. No. CS-W005927
  • Purity≥98%
  • MDL No.MFCD22573041

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

1-(2-Bromo-6-methoxyphenyl)ethanone|CS-W005927

Structure of 380225-68-3

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General Information

  • CAS No. 380225-68-3
  • Cat. No. CS-W005927
  • Purity ≥98%
  • MDL No. MFCD22573041
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₉BrO₂
  • Molecular Weight 229.07
  • Synonym(s) 2-Bromo-6-methoxyacetophenone
  • SMILES CC(C1=C(OC)C=CC=C1Br)=O

Description

1-(2-Bromo-6-methoxyphenyl)ethanone features a brominated aromatic ring flanked by a methoxy group and a ketone-bearing ethyl side chain. This electrophilic aryl ketone integrates readily into cross-coupling reactions, serving as a key intermediate in the synthesis of functionalized biaryl systems under standard conditions.

Application

1-(2-Bromo-6-methoxyphenyl)ethanone serves as a versatile aryl ketone building block for palladium-catalyzed cross-coupling reactions, enabling efficient construction of biaryl and heteroaryl scaffolds. The bromo group facilitates Suzuki, Stille, and Negishi couplings, while the methoxy substituent provides moderate electron donation and enhances solubility. Bench-stable and readily purified by flash chromatography, it functions reliably in multi-step syntheses requiring functional group tolerance and predictable reactivity.

Synthesis

  • Route1
    • 1-(2-Amino-6-methoxyphenyl)ethan-1-one|CS-0963474
      33844-23-4
    • ~60%
    • In-stock
      1-(2-Bromo-6-methoxyphenyl)ethanone|CS-W005927
      380225-68-3

    References

    • Tietze, Lutz F.; Nordmann, Gero European Journal of Organic Chemistry, 2001 , # 17 p. 3247 - 3253
  • Route2

    References

    • Tietze, Lutz F.; Nordmann, Gero European Journal of Organic Chemistry, 2001 , # 17 p. 3247 - 3253
  • Route3
    • tert-Butyl N-[2-(1-hydroxyethyl)-3-methoxyphenyl]carbamate|CS-0725738
      380225-70-7
    • ~%
    • In-stock
      1-(2-Bromo-6-methoxyphenyl)ethanone|CS-W005927
      380225-68-3

    References

    • Tietze, Lutz F.; Nordmann, Gero European Journal of Organic Chemistry, 2001 , # 17 p. 3247 - 3253

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   26.3
  • LogP   2.6603
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   2

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