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CS-W001157 4
Total: USD 88.00

2-Hydroxyacetophenone

  • CAS No. 582-24-1

  • Cat. No. CS-W002198
  • Purity≥98%
  • MDL No.MFCD00041829

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

2-Hydroxyacetophenone|CS-W002198

Structure of 582-24-1

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General Information

  • CAS No. 582-24-1
  • Cat. No. CS-W002198
  • Purity ≥98%
  • MDL No. MFCD00041829
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₈O₂
  • Molecular Weight 136.15
  • Synonym(s) Phenacyl alcohol
  • SMILES O=C(C1=CC=CC=C1)CO

Description

2-Hydroxyacetophenone can be used as a starting material for the synthesis of:Enantioselective 1R-phenyl-1,2-ethanediol in the presence of a rhodium(III) catalyst by asymmetric transfer hydrogenation.Copper(II) complexes of 2-hydroxyacetophenone N-substituted thiosemicarbazones.Chromium, molybdenum, and ruthenium complexes of 2-hydroxyacetophenone Schiff bases.2-Hydroxyacetophenone-aroyl hydrazone derivatives for inhibition of copper corrosion in nitric acid.

Application

2-Hydroxyacetophenone serves as a versatile building block in synthetic organic chemistry, enabling efficient access to biologically relevant heterocycles and natural product scaffolds. Its ortho-hydroxyl group facilitates intramolecular cyclizations and coordination to metal catalysts, while the ketone functionality supports nucleophilic additions and enolization reactions. The compound exhibits excellent bench stability and is compatible with common purification methods, making it a practical choice for iterative synthesis workflows in medicinal chemistry and process development.

Synthesis

  • Route1
    • null|null
      70-11-1
    • ~94%
    • In-stock
      2-Hydroxyacetophenone|CS-W002198
      582-24-1

    References

    • Wong, Fung Fuh; Chang, Po-Wei; Lin, Hui-Chang; You, Bang-Jau; Huang, Jiann-Jyh; Lin, Shao-Kai Journal of Organometallic Chemistry, 2009 , vol. 694, # 21 p. 3452 - 3455
  • Route2

    References

    • Dayan, Sharon; Bareket, Yifat; Rozen, Shlomo Tetrahedron, 1999 , vol. 55, # 12 p. 3657 - 3664
  • Route3
    • null|null
      96-09-3
    • ~93%
    • In-stock
      2-Hydroxyacetophenone|CS-W002198
      582-24-1

    References

    • Surendra; Srilakshmi Krishnaveni; Rama Rao Tetrahedron Letters, 2005 , vol. 46, # 23 p. 4111 - 4113

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   37.3
  • LogP   0.8616
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   2

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