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CS-W001157 4
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1-(2-Bromo-5-methoxyphenyl)ethan-1-one

  • CAS No. 6342-63-8

  • Cat. No. CS-0045042
  • Purity≥95%
  • MDL No.MFCD02683853

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

1-(2-Bromo-5-methoxyphenyl)ethan-1-one|CS-0045042

Structure of 6342-63-8

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General Information

  • CAS No. 6342-63-8
  • Cat. No. CS-0045042
  • Purity ≥95%
  • MDL No. MFCD02683853
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₉BrO₂
  • Molecular Weight 229.07
  • Synonym(s) 1-(2-Bromo-5-methoxyphenyl)ethanone
  • SMILES CC(C1=CC(OC)=CC=C1Br)=O

Description

1-(2-Bromo-5-methoxyphenyl)ethan-1-one features a brominated aromatic ring flanked by a methoxy group and a ketone-bearing ethyl side chain. This electron-deficient aryl ketone integrates readily into cross-coupling reactions, serving as a robust scaffold for constructing complex heterocycles under standard conditions.

Application

1-(2-Bromo-5-methoxyphenyl)ethan-1-one serves as a versatile aryl ketone building block for cross-coupling reactions, particularly Suzuki and Stille couplings, due to its stable bromo group and compatible methoxy substituent. The molecule exhibits excellent bench stability and facilitates efficient functionalization in late-stage diversification of biologically relevant scaffolds. Its reactivity profile supports straightforward purification and integration into multi-step synthetic sequences.

Synthesis

  • Route1
    • 1-(2-Bromo-5-methoxyphenyl)ethan-1-ol|CS-0140380
      71095-23-3
    • ~94%
    • In-stock
      1-(2-Bromo-5-methoxyphenyl)ethan-1-one|CS-0045042
      6342-63-8

    References

    • Mahendar, Lodi; Krishna, Jonnada; Gopi Krishna Reddy, Alavala; Venkat Ramulu, Bokka; Satyanarayana, Gedu Organic Letters, 2012 , vol. 14, # 2 p. 628 - 631
  • Route2
    • null|null
      544-97-8
    • null|null
      56658-04-9
    • ~97%
    • In-stock
      1-(2-Bromo-5-methoxyphenyl)ethan-1-one|CS-0045042
      6342-63-8

    References

    • Genelabs Technologies, Inc. Patent: US2007/32488 A1, 2007 ; Location in patent: Page/Page column 28-29 ;
  • Route3
    • 3-Methoxyacetophenone Cabalatine impurity|CS-0229702
      586-37-8
    • ~95%
    • In-stock
      1-(2-Bromo-5-methoxyphenyl)ethan-1-one|CS-0045042
      6342-63-8

    References

    • Pravst, Igor; Zupan, Marko; Stavber, Stojan Tetrahedron Letters, 2006 , vol. 47, # 27 p. 4707 - 4710

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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