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2-Bromo-1-[4-hydroxy-3-(hydroxymethyl)phenyl]ethan-1-one

  • CAS No. 62932-94-9

  • Cat. No. CS-M2583
  • Purity≥90%
  • MDL No.MFCD18976157

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

2-Bromo-1-[4-hydroxy-3-(hydroxymethyl)phenyl]ethan-1-one|CS-M2583

Structure of 62932-94-9

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General Information

  • CAS No. 62932-94-9
  • Cat. No. CS-M2583
  • Purity ≥90%
  • MDL No. MFCD18976157
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₉BrO₃
  • Molecular Weight 245.07
  • Synonym(s) 2-Bromo-1-[4-hydroxy-3-(hydroxymethyl)phenyl]ethanone
  • SMILES OC1=CC=C(C(CBr)=O)C=C1CO

Description

This bromoketone features a phenolic hydroxyl and pendant hydroxymethyl group, enabling direct functionalization in late-stage synthesis. The electrophilic bromine facilitates nucleophilic substitution, while the ketone serves as a handle for reductive or condensation chemistry. Bench-stable under standard conditions, it supports efficient derivatization in medicinal chemistry workflows.

Application

2-Bromo-1-[4-hydroxy-3-(hydroxymethyl)phenyl]ethan-1-one serves as a versatile building block for the synthesis of bioactive phenolic scaffolds. The molecule combines a bromoacetophenone motif with orthogonal hydroxyl and hydroxymethyl groups, enabling selective derivatization via Suzuki-Miyaura coupling, etherification, or oxidation. Its bench-stable nature and compatibility with standard purification methods make it well-suited for medicinal chemistry campaigns targeting kinase inhibitors and anti-inflammatory agents.

Synthesis

  • Route1

    References

    • Bream, Robert N.; Ley, Steven V.; Procopiou, Panayiotis A. Organic Letters, 2002 , vol. 4, # 22 p. 3793 - 3796
  • Route2

    References

    • Liu, Anqiu; Huang, Ling; Wang, Zhiren; Luo, Zonghua; Mao, Fei; Shan, Wenjun; Xie, Jiaxing; Lai, Kefang; Li, Xingshu Bioorganic and Medicinal Chemistry Letters, 2013 , vol. 23, # 5 p. 1548 - 1552
  • Route3
    • 2-Acetoxy-5-acetylbenzyl acetate|CS-0333506
      24085-06-1
    • ~%
    • In-stock
      2-Bromo-1-[4-hydroxy-3-(hydroxymethyl)phenyl]ethan-1-one|CS-M2583
      62932-94-9

    References

    • Bream, Robert N.; Ley, Steven V.; Procopiou, Panayiotis A. Organic Letters, 2002 , vol. 4, # 22 p. 3793 - 3796

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05
Signal Word : Danger
UN#: 3261
Class : 8
Packing Group : Ⅲ
Hazard Statements : H314
Precautionary Statements : P260-P264-P280-P301+P330+P331-P304+P340-P363-P405-P501

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Computational Chemistry Data

  • TPSA   57.53
  • LogP   1.4621
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   3

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