1-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole-3-carbonitrile
$450.00
CAS No.: 2158267-70-8
Catalog No.: 192886
Purity: 95%
MF: C11H16BN3O2
MW: 233.08
Storage: 2-8 degree Celsius
SMILES: CN1N=C(C(=C1)B1OC(C(O1)(C)C)(C)C)C#N
Catalog No.: 192886
Purity: 95%
MF: C11H16BN3O2
MW: 233.08
Storage: 2-8 degree Celsius
SMILES: CN1N=C(C(=C1)B1OC(C(O1)(C)C)(C)C)C#N
1-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole-3-carbonitrile; CAS No.: 2158267-70-8; 1-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole-3-carbonitrile. PROPERTIES: This compound presents as a white to off-white crystalline solid with molecular formula C12H16BNO3 and a molecular weight of 237.07 g/mol. It exhibits a melting point in the range of 82-86 C and demonstrates moderate solubility in common organic solvents like tetrahydrofuran and ethyl acetate. The substance is sensitive to hydrolysis and should be stored in dry conditions. Recommended storage involves maintaining in tightly sealed containers at temperatures below 20 C, protected from moisture and light. When handling, standard laboratory safety precautions should be observed, including the use of gloves and eye protection, as 1-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole-3-carbonitrile may release irritating vapors upon heating. The boronate ester group requires careful handling in acidic environments. APPLICATIONS: In medicinal chemistry, 1-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole-3-carbonitrile serves as a key intermediate for Suzuki-Miyaura cross-coupling reactions in the synthesis of anticancer agents, as documented in pharmaceutical research focusing on kinase inhibitors. Its boronate ester substituent enables efficient carbon-carbon bond formation. Additionally, this compound functions as a building block for preparing agrochemicals with herbicidal activities through coupling reactions. Academic studies have explored its potential in the development of fluorescent probes for bioimaging applications, as reported in biochemical journals. The pyrazole ring system also facilitates coordination with metal ions, making it valuable for creating luminescent materials in materials science applications, as evidenced by inorganic chemistry publications.
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