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CS-W001157 4
Total: USD 88.00

2,5-Dihydroxyacetophenone

  • CAS No. 490-78-8

  • Cat. No. CS-W001174
  • Purity≥95%
  • MDL No.MFCD00002343

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

2,5-Dihydroxyacetophenone|CS-W001174

Structure of 490-78-8

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General Information

  • CAS No. 490-78-8
  • Cat. No. CS-W001174
  • Purity ≥95%
  • MDL No. MFCD00002343
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₈O₃
  • Molecular Weight 152.15
  • Synonym(s) None
  • SMILES CC(C1=CC(O)=CC=C1O)=O

Description

2,5-Dihydroxyacetophenone features a phenolic core with strategically positioned hydroxyl groups enabling robust hydrogen bonding and enhanced solubility in polar media. This electron-rich scaffold integrates readily into polyphenolic systems, serving as a key intermediate for bioactive molecule synthesis under mild conditions.

Application

2,5-Dihydroxyacetophenone serves as a versatile building block in synthetic organic chemistry, enabling efficient access to substituted phenolic scaffolds. Its ortho-dihydroxy functionality facilitates metal coordination and oxidation-sensitive transformations, while the ketone group supports nucleophilic additions and enolization reactions. The compound exhibits good bench stability and is compatible with common protecting group strategies, making it suitable for multi-step synthesis of natural product analogs and functionalized heterocycles.

Synthesis

  • Route1

    References

    • Moghaddam, Firouz Matloubi; Ghaffarzadeh, Mohammad; Abdi-Oskoui, Seyed Hossein Journal of Chemical Research, Synopses, 1999 , # 9 p. 574 - 575
  • Route2

    References

    • Konieczny, Marek T.; Maciejewski, Grzegorz; Konieczny, Wojciech Synthesis, 2005 , # 10 art. no. P12904SS, p. 1575 - 1577
  • Route3
    • null|null
      64-19-7
    • null|null
      123-31-9
    • ~95%
    • In-stock
      2,5-Dihydroxyacetophenone|CS-W001174
      490-78-8

    References

    • Naeimi; Moradi Russian Journal of Organic Chemistry, 2007 , vol. 43, # 12 p. 1757 - 1759

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-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   57.53
  • LogP   1.3004
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   1

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