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CS-W001157 4
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1-(2-Bromo-6-hydroxyphenyl)ethan-1-one

  • CAS No. 55736-69-1

  • Cat. No. CS-W019055
  • Purity≥95%
  • MDL No.MFCD13193630

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

1-(2-Bromo-6-hydroxyphenyl)ethan-1-one|CS-W019055

Structure of 55736-69-1

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General Information

  • CAS No. 55736-69-1
  • Cat. No. CS-W019055
  • Purity ≥95%
  • MDL No. MFCD13193630
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₇BrO₂
  • Molecular Weight 215.04
  • Synonym(s) 1-(2-Bromo-6-hydroxyphenyl)ethanone
  • SMILES CC(C1=C(O)C=CC=C1Br)=O

Description

This brominated phenyl ketone features a hydroxyl group at the ortho position relative to the carbonyl, enhancing its reactivity in electrophilic substitution and enabling direct functionalization. The pendant bromine serves as a handle for cross-coupling reactions, while the hydroxyl moiety supports hydrogen bonding and solubility in polar media. This compound integrates readily into complex molecular architectures under standard conditions.

Application

1-(2-Bromo-6-hydroxyphenyl)ethan-1-one serves as a versatile building block for brominated aromatic ketones, enabling direct functionalization in cross-coupling reactions and electrophilic substitution. The ortho-bromo and phenolic hydroxyl groups offer complementary reactivity for late-stage diversification, while the acetophenone moiety provides stability and ease of purification. Its bench-stable nature supports reliable use in medicinal chemistry and process development workflows.

Synthesis

  • Route1

    References

    • PFIZER PRODUCTS INC. Patent: WO2007/88450 A2, 2007 ; Location in patent: Page/Page column 21 ; WO 2007/088450 A2
  • Route2
    • 1-(2-Bromo-6-(methoxymethoxy)phenyl)ethan-1-one|CS-0526131
      1241953-60-5
    • ~%
    • In-stock
      1-(2-Bromo-6-hydroxyphenyl)ethan-1-one|CS-W019055
      55736-69-1

    References

    • MERCK FROSST CANADA LTD.; LACHANCE, Nicolas; LECLERC, Jean-Philippe; LI, Chun, Sing; MORADEI, Oscar, Miguel Patent: WO2010/94120 A1, 2010 ; Location in patent: Page/Page column 68 ; WO 2010/094120 A1

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

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Computational Chemistry Data

  • TPSA   37.3
  • LogP   2.3573
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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