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CS-W001157 4
Total: USD 88.00

2-(Isoxazol-5-yl)phenol

  • CAS No. 61348-47-8

  • Cat. No. CS-0156679
  • Purity≥97%
  • MDL No.MFCD00218653

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

2-(Isoxazol-5-yl)phenol|CS-0156679

Structure of 61348-47-8

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General Information

  • CAS No. 61348-47-8
  • Cat. No. CS-0156679
  • Purity ≥97%
  • MDL No. MFCD00218653
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₇NO₂
  • Molecular Weight 161.16
  • Synonym(s) 2-(5-Isoxazolyl)phenol
  • SMILES C1=CC=C(C(=C1)C2=CC=NO2)O

Description

2-(Isoxazol-5-yl)phenol features a fused isoxazole-phenol architecture that delivers enhanced electronic coupling and hydrogen-bonding capacity. This scaffold integrates a polar hydroxyl group with a heteroaromatic ring, enabling strong intermolecular interactions in supramolecular systems. The compound exhibits bench-stable behavior under standard conditions and serves as a strategic building block for bioactive molecule synthesis.

Application

2-(Isoxazol-5-yl)phenol serves as a versatile building block for heterocyclic scaffolds, enabling efficient access to bioactive molecules through standard coupling and cyclization protocols. Its ortho-hydroxyaryl isoxazole motif exhibits bench stability and facilitates directed metalation or electrophilic substitution, supporting modular synthesis of functionalized aryl-isoxazoles. The molecule’s dual reactivity profile—combining phenolic acidity with isoxazole regioselectivity—enables straightforward derivatization in medicinal chemistry and materials science applications.

Synthesis

  • Route1
    • null|null
      5382-16-1
    • In-stock
      (E)-2-Phenylethylenesulfonyl chloride|CS-0117008
      52147-97-4
    • ~%
    • In-stock
      2-(Isoxazol-5-yl)phenol|CS-0156679
      61348-47-8

    References

    • WO2004/6926 A1, ; Page/Page column 47 ; WO 2004/006926 A1
  • Route2

    References

    • Chantegrel, Bernard; Nadi, Abdel Ilah; Gelin, Suzanne Journal of Organic Chemistry, 1984 , vol. 49, # 23 p. 4419 - 4424
  • Route3
    • null|null
      1776-08-5
    • ~77%
    • In-stock
      2-(Isoxazol-5-yl)phenol|CS-0156679
      61348-47-8

    References

    • Jagath Reddy; Srinivasa Rao; Khalilullah; Latha Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2005 , vol. 44, # 6 p. 1295 - 1297

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   46.26
  • LogP   2.0472
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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