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CS-W001157 4
Total: USD 88.00

2-Hydroxy-1-(4-methoxyphenyl)ethanone

  • CAS No. 4136-21-4

  • Cat. No. CS-0308705
  • Purity≥97%
  • MDL No.None

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

2-Hydroxy-1-(4-methoxyphenyl)ethanone|CS-0308705

Structure of 4136-21-4

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General Information

  • CAS No. 4136-21-4
  • Cat. No. CS-0308705
  • Purity ≥97%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₀O₃
  • Molecular Weight 166.17
  • Synonym(s) α-hydroxy-4'-methoxyacetophenone
  • SMILES COC1=CC=C(C=C1)C(=O)CO

Description

2-Hydroxy-1-(4-methoxyphenyl)ethanone features a phenolic hydroxyl group flanked by a methoxy-substituted aromatic ring and a ketone moiety, enabling direct participation in hydrogen bonding and electrophilic reactions. This structural motif supports its use in synthesizing bioactive compounds and advanced organic intermediates under standard bench conditions.

Application

2-Hydroxy-1-(4-methoxyphenyl)ethanone serves as a versatile building block in synthetic organic chemistry, enabling efficient access to substituted benzofuran scaffolds via acid-catalyzed cyclization. The ortho-hydroxyketone functionality facilitates intramolecular aldol condensation under mild conditions, offering reliable formation of fused heterocyclic cores. Its bench-stable nature, combined with tolerance for common functional groups, supports straightforward purification and integration into multi-step syntheses.

Synthesis

  • Route1
    • null|null
      32345-64-5
    • ~94%
    • In-stock
      2-Hydroxy-1-(4-methoxyphenyl)ethanone|CS-0308705
      4136-21-4

    References

    • Nguyen, John D.; Matsuura, Bryan S.; Stephenson, Corey R. J. Journal of the American Chemical Society, 2014 , vol. 136, # 4 p. 1218 - 1221
  • Route2

    References

    • Peixoto, Philippe Alexandre; Boulange, Agathe; Leleu, Stephane; Franck, Xavier European Journal of Organic Chemistry, 2013 , # 16 p. 3316 - 3327
  • Route3
    • null|null
      50-00-0
    • 4-Methoxybenzaldehyde, ≥ 99% GC|CS-0676496
      123-11-5
    • ~93%
    • In-stock
      2-Hydroxy-1-(4-methoxyphenyl)ethanone|CS-0308705
      4136-21-4

    References

    • Demir, Ayhan S.; Ayhan, Peruze; Igdir, A. Cigdem; Duygu, A. Nese Tetrahedron, 2004 , vol. 60, # 31 p. 6509 - 6512

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 : P264-P271-P280-P302+P352-P304+P340-P362-P501

Quality Control

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Computational Chemistry Data

  • TPSA   46.53
  • LogP   0.8702
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   3

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