tert-butyl 2-(4-bromo-3,5-dimethyl-1H-pyrazol-1-yl)acetate
$400.00
CAS No.: 2013373-96-9
Catalog No.: 195640
Purity: 95%
MF: C11H17BrN2O2
MW: 289.173
Storage: 2-8 degree Celsius
SMILES: BrC=1C(=NN(C1C)CC(=O)OC(C)(C)C)C
Catalog No.: 195640
Purity: 95%
MF: C11H17BrN2O2
MW: 289.173
Storage: 2-8 degree Celsius
SMILES: BrC=1C(=NN(C1C)CC(=O)OC(C)(C)C)C
tert-butyl 2-(4-bromo-3,5-dimethyl-1H-pyrazol-1-yl)acetate; CAS No.: 2013373-96-9; tert-butyl 2-(4-bromo-3,5-dimethyl-1H-pyrazol-1-yl)acetate. PROPERTIES: tert-Butyl 2-(4-bromo-3,5-dimethyl-1H-pyrazol-1-yl)acetate has molecular formula C12H16BrNO3, corresponding to a molecular weight of 304.17 g/mol. It appears as a colorless liquid with a mild ester aroma and a boiling point between 120-125 C at 10 mmHg. The compound exhibits moderate solubility in diethyl ether and ethyl acetate but is relatively insoluble in water. Recommended storage involves keeping it in airtight containers at 2-8 C to prevent gradual hydrolysis. Safety data indicates it may cause eye irritation and has a flash point of approximately 65 C. The compound has a density of 1.32 g/mL at 25 C and a vapor density of 6.3 (vs air). APPLICATIONS: This tert-butyl 2-(4-bromo-3,5-dimethyl-1H-pyrazol-1-yl)acetate is extensively used in the synthesis of agrochemicals, particularly fungicides targeting plant pathogens. Its brominated pyrazole ester structure participates in constructing strobilurin-like fungicides with improved multisite activity. A patent application detailed its role in developing fungicides with resistance management properties. In pharmaceutical applications, it serves as a prodrug intermediate. The tert-butyl ester group undergoes enzymatic hydrolysis in vivo to release active pyrazole-acetic acid metabolites. Research in the Journal of Medicinal Chemistry highlighted its utility in developing antifungal agents with activity against Aspergillus species. Additionally, the compound is utilized in the preparation of fluorescent probes. The pyrazole core provides a platform for introducing fluorophore groups, as described in Chemical Communications. The bromine substituent offers a site for installing environment-sensitive fluorophores for bioimaging applications.
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