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CAS 221006-63-9

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[2-methoxy-5-(methoxycarbonyl)phenyl]boronic acid

Description:
[2-Methoxy-5-(methoxycarbonyl)phenyl]boronic acid is an organoboron compound characterized by the presence of a boronic acid functional group, which is known for its ability to form reversible covalent bonds with diols, making it useful in various applications, including organic synthesis and medicinal chemistry. The compound features a phenyl ring substituted with both methoxy and methoxycarbonyl groups, which contribute to its solubility and reactivity. The methoxy group enhances the electron density on the aromatic ring, while the methoxycarbonyl group introduces a carbonyl functionality that can participate in further chemical reactions. This compound is typically used in Suzuki-Miyaura cross-coupling reactions, which are pivotal in forming carbon-carbon bonds in the synthesis of complex organic molecules. Additionally, the boronic acid moiety can act as a ligand in coordination chemistry. Its unique structural features and reactivity profile make it a valuable intermediate in the development of pharmaceuticals and agrochemicals. Safety and handling precautions should be observed, as with all boronic acids, due to potential reactivity and toxicity.
Formula:C9H11BO5
InChI:InChI=1/C9H11BO5/c1-14-8-4-3-6(9(11)15-2)5-7(8)10(12)13/h3-5,12-13H,1-2H3
SMILES:COc1ccc(cc1B(O)O)C(=O)OC
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