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CS-W001157 4
Total: USD 88.00

3-Methylbenzo[d]isoxazol-6-ol

  • CAS No. 66033-92-9

  • Cat. No. CS-0085325
  • Purity≥95%
  • MDL No.MFCD00460585

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

3-Methylbenzo[d]isoxazol-6-ol|CS-0085325

Structure of 66033-92-9

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General Information

  • CAS No. 66033-92-9
  • Cat. No. CS-0085325
  • Purity ≥95%
  • MDL No. MFCD00460585
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₇NO₂
  • Molecular Weight 149.15
  • Synonym(s) 3-Methyl-1,2-benzisoxazol-6-ol
  • SMILES OC1=CC2=C(C=C1)C(C)=NO2

Description

3-Methylbenzo[d]isoxazol-6-ol features a fused bicyclic isoxazole scaffold with a methyl substituent at the 3-position and a phenolic hydroxyl at the 6-position. This configuration imparts enhanced solubility and stability under standard bench conditions, enabling direct incorporation into synthetic sequences without requiring protective group manipulation.

Application

3-Methylbenzo[d]isoxazol-6-ol serves as a versatile heterocyclic building block for medicinal chemistry and agrochemical synthesis. Its ortho-substituted isoxazole core provides enhanced metabolic stability and facilitates regioselective functionalization. The phenolic hydroxyl group enables direct derivatization via esterification or ether formation, while the methyl substituent supports further oxidation or C–H activation. Bench-stable and compatible with standard coupling protocols, it functions effectively in late-stage modifications and scaffold diversification.

Synthesis

  • Route1
    • 1-(2,4-Dihydroxyphenyl)ethan-1-one oxime|CS-0331626
      6134-79-8
    • ~92%
    • In-stock
      3-Methylbenzo[d]isoxazol-6-ol|CS-0085325
      66033-92-9

    References

    • Tetrahedron Letters, , vol. 47, # 47 p. 8247 - 8250
  • Route2
    • null|null
      850925-13-2
    • ~22%
    • In-stock
      3-Methylbenzo[d]isoxazol-6-ol|CS-0085325
      66033-92-9

    References

    • US2009/118325 A1, ;
  • Route3
    • null|null
      69658-70-4
    • ~%
    • In-stock
      3-Methylbenzo[d]isoxazol-6-ol|CS-0085325
      66033-92-9

    References

    • Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, , vol. 19, # 7 p. 571 - 575

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

Quality Control

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Computational Chemistry Data

  • TPSA   46.26
  • LogP   1.84182
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   0

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