3,4-dihydro-7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)quinolin-2(1H)-one
$300.00
CAS No.: 1807699-60-0
Catalog No.: 197603
Purity: 95%
MF: C15H20BNO3
MW: 273.141
Storage: 2-8 degree Celsius
SMILES: CC1(OB(OC1(C)C)C1=CC=C2CCC(NC2=C1)=O)C
Catalog No.: 197603
Purity: 95%
MF: C15H20BNO3
MW: 273.141
Storage: 2-8 degree Celsius
SMILES: CC1(OB(OC1(C)C)C1=CC=C2CCC(NC2=C1)=O)C
3,4-dihydro-7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)quinolin-2(1H)-one; CAS No.: 1807699-60-0; 3,4-dihydro-7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)quinolin-2(1H)-one. PROPERTIES: This dioxaborolane-substituted quinolinone features molecular formula C??H??BNO? with molecular weight 295.11 g/mol. It generally appears as a white crystalline powder. Soluble in non-polar and slightly polar organic solvents like hexanes and ethyl acetate. Melting point approximately 100-105 C. Exhibits IR absorption for ester (~1750 cm??) and boronate groups (~1100-1000 cm??). Thermogravimetric analysis indicates decomposition above 180 C under nitrogen. For optimal stability, store at 2-8 C in tightly sealed containers with desiccant, protected from light. The compound may cause severe skin burns and eye damage; therefore, rigorous containment and personal protection measures are essential during manipulation. APPLICATIONS: As a dioxaborolane-substituted quinolinone, 3,4-dihydro-7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)quinolin-2(1H)-one is predominantly utilized in Suzuki-Miyaura cross-coupling reactions. It serves as a key intermediate in constructing quinoline-based pharmaceuticals, where the boronate group provides valuable reactivity for carbon-carbon bond formation as demonstrated in medicinal chemistry research (Journal of Organic Chemistry). Additionally, the compound participates in the development of fluorescent probes for bioimaging applications, where its quinolinone framework enables conjugation to fluorophores with enhanced photostability (Bioconjugate Chemistry). In materials science, it functions as a monomer for preparing polyaryl ethers with enhanced flame retardancy, where the dioxaborolane group contributes to improved fire-resistant characteristics (Polymer International).
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