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CAS 352525-85-0

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(3-bromo-5-fluoro-2-methoxyphenyl)boronic acid

Description:
(3-Bromo-5-fluoro-2-methoxyphenyl)boronic acid is an organoboron compound characterized by the presence of a boronic acid functional group attached to a substituted phenyl ring. The phenyl ring features a bromine atom at the 3-position, a fluorine atom at the 5-position, and a methoxy group at the 2-position, contributing to its unique reactivity and properties. This compound is typically a white to off-white solid and is soluble in polar organic solvents. It is known for its utility in Suzuki-Miyaura cross-coupling reactions, making it valuable in organic synthesis, particularly in the formation of carbon-carbon bonds. The presence of both electron-withdrawing (bromo and fluoro) and electron-donating (methoxy) groups influences its electronic properties, enhancing its reactivity. Additionally, boronic acids are known for their ability to form reversible complexes with diols, which can be exploited in various applications, including drug delivery and sensor technology. Overall, (3-bromo-5-fluoro-2-methoxyphenyl)boronic acid is a versatile compound with significant implications in synthetic organic chemistry.
Formula:C7H7BBrFO3
InChI:InChI=1/C7H7BBrFO3/c1-13-7-5(8(11)12)2-4(10)3-6(7)9/h2-3,11-12H,1H3
SMILES:COc1c(cc(cc1Br)F)B(O)O
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