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CS-W001157 4
Total: USD 88.00

2-(3-Bromoisoxazol-5-yl)ethan-1-ol

  • CAS No. 105175-00-6

  • Cat. No. CS-0112262
  • Purity≥95%
  • MDL No.MFCD09025786

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

2-(3-Bromoisoxazol-5-yl)ethan-1-ol|CS-0112262

Structure of 105175-00-6

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General Information

  • CAS No. 105175-00-6
  • Cat. No. CS-0112262
  • Purity ≥95%
  • MDL No. MFCD09025786
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₆BrNO₂
  • Molecular Weight 192.01
  • Synonym(s) 3-Bromo-5-(2-hydroxyethyl)isoxazole
  • SMILES OCCC1=CC(Br)=NO1

Description

This brominated isoxazole derivative features a reactive ethan-1-ol side chain, enabling straightforward functionalization in synthetic workflows. The 3-bromo substitution enhances electrophilic handling potential, while the isoxazolyl core provides stability and polarity. Ideal for constructing bioactive heterocycles and advanced intermediates in medicinal chemistry.

Application

2-(3-Bromoisoxazol-5-yl)ethan-1-ol serves as a versatile building block for the synthesis of brominated heterocyclic scaffolds, enabling direct functionalization in palladium-catalyzed cross-coupling reactions. The pendant hydroxyl group offers facile derivatization and enhances solubility, while the isoxazole core provides robust stability and orthogonality to common protecting groups. Its bench-stable nature and compatibility with standard synthetic workflows make it ideal for medicinal chemistry and process development applications.

Synthesis

  • Route1
    • null|null
      74213-24-4
    • In-stock
      3-Butyn-1-ol|CS-W001947
      927-74-2
    • ~82%
    • null|null
      111303-38-9
    • In-stock
      2-(3-Bromoisoxazol-5-yl)ethan-1-ol|CS-0112262
      105175-00-6

    References

    • Chiarino; Napoletano; Sala Journal of Heterocyclic Chemistry, 1987 , vol. 24, # 1 p. 43 - 46

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05
Signal Word : Danger
UN#: 1760
Class : 8
Packing Group : Ⅲ
Hazard Statements : H318
Precautionary Statements : P260-P264-P280-P301+P330+P331-P303+P361+P353-P304+P340-P305+P351+P338-P363-P405-P501

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Computational Chemistry Data

  • TPSA   46.26
  • LogP   0.9719
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   2

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