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H3275

Sigma-Aldrich

3-Hydroxy-5-methylisoxazole

≥90%

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Synonym(s):
Hymexazol
Empirical Formula (Hill Notation):
C4H5NO2
CAS Number:
Molecular Weight:
99.09
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

≥90%

storage temp.

2-8°C

SMILES string

CC1=CC(=O)NO1

InChI

1S/C4H5NO2/c1-3-2-4(6)5-7-3/h2H,1H3,(H,5,6)

InChI key

KGVPNLBXJKTABS-UHFFFAOYSA-N

Application

3-Hydroxy-5-methylisoxazole can be used as a reactant to synthesize:
  • 3-Oxoisoxazole-2(3H)-carboxamides by reacting with dimethyl-carbamoyl chloride in the presence of potassium t-butoxide.
  • Hydroxymethyl-2-propen-1-yl-5-methyl-3(2H)-isoxazolone via ring-opening reaction with vinyl oxirane.

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Chronic 2 - Eye Dam. 1 - Repr. 2 - Skin Sens. 1

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Qiang Zhang et al.
Journal of agricultural and food chemistry, 62(45), 10962-10969 (2014-10-29)
Bioassay-guided fractionation of the fermentation extract of Xylaria sp. XC-16, an endophyte from Toona sinensis led to the isolation of two new cytochalasans cytochalasin Z27, 1, and cytochalasin Z28, 2, along with three known compounds seco-cytochalasin E, 3, and cytochalasin
Yongmei Fan et al.
Pesticide biochemistry and physiology, 147, 139-144 (2018-06-24)
Hymexazol is an efficacious and widely used fungicide. However, its environmental toxicological assessment has not been well documented. It had no report of its toxicity to fish embryo. Fish embryo acute toxicity tests are highly predictive of aquatic embryotoxicity outcome.
Yu-Qi Gao et al.
Journal of agricultural and food chemistry, 68(8), 2418-2425 (2020-02-06)
Two biosynthetically related new metabolites, eucalyptacid A (1) and eucalactam B (2), along with six known compounds (3-8), eugenitol (3), cytosporone C (4), 4-hydroxyphenethyl alcohol (5), 1-(4-hydroxyphenyl)ethane-1,2-diol (6), N-(2-hydroxy-2-phenylethyl)acetamide (7), and phomopene (8), were isolated from the solid rice cultures
Fumiaki Funahashi et al.
Phytopathology, 108(7), 829-836 (2018-02-01)
Research on solarization efficacy has examined the critical temperature and minimum exposure time to inactivate soilborne pathogens. Most mathematical models focus on survival of inoculum subjected to a constant heat regime rather than an intermittent heat regime that better simulates
Ian Mangion et al.
Organic letters, 11(15), 3258-3260 (2009-07-11)
Hydrazines and hydroxylamines have been found to be excellent nucleophiles for the palladium-catalyzed dynamic asymmetric allylic amination of vinyl epoxide, with good yields and enantioselectivities of up to 97% ee. This method is applicable to acyclic and heterocyclic amines and

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