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CAS 87100-28-5

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Benzylboronic acid pinacol ester

Description:
Benzylboronic acid pinacol ester, with the CAS number 87100-28-5, is an organoboron compound characterized by the presence of a boronic acid functional group esterified with pinacol and a benzyl group. This compound typically appears as a colorless to pale yellow liquid or solid, depending on its purity and form. It is known for its utility in organic synthesis, particularly in cross-coupling reactions such as Suzuki-Miyaura coupling, where it serves as a versatile building block for the formation of carbon-carbon bonds. The presence of the boron atom allows for the formation of stable complexes with various nucleophiles, enhancing its reactivity. Additionally, the pinacol ester moiety provides stability and solubility in organic solvents, making it easier to handle in laboratory settings. Benzylboronic acid pinacol ester is also of interest in medicinal chemistry and materials science due to its potential applications in drug development and the synthesis of functionalized polymers. Proper handling and storage are essential, as with many organoboron compounds, to maintain its reactivity and prevent degradation.
Formula:C13H19BO2
InChI:InChI=1/C13H19BO2/c1-12(2)13(3,4)16-14(15-12)10-11-8-6-5-7-9-11/h5-9H,10H2,1-4H3
SMILES:CC1(C)C(C)(C)OB(Cc2ccccc2)O1
Synonyms:
  • 1,3,2-Dioxaborolane, 4,4,5,5-Tetramethyl-2-(Phenylmethyl)-
  • 2-Benzyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
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