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CAS 352526-01-3

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(3-Mercaptophenyl)boronic acid

Description:
(3-Mercaptophenyl)boronic acid is an organoboron compound characterized by the presence of both a boronic acid functional group and a thiol group attached to a phenyl ring. Its molecular structure features a phenyl ring substituted at the meta position with a mercapto (-SH) group and a boronic acid (-B(OH)2) group. This compound is typically a white to off-white solid and is soluble in polar solvents such as water and alcohols, owing to the presence of the boronic acid moiety. It exhibits properties typical of boronic acids, including the ability to form reversible covalent bonds with diols, making it useful in various applications such as organic synthesis, drug development, and as a ligand in coordination chemistry. The thiol group contributes to its reactivity, allowing for potential applications in materials science and bioconjugation. Additionally, (3-Mercaptophenyl)boronic acid can participate in cross-coupling reactions, making it valuable in the synthesis of complex organic molecules.
Formula:C6H7BO2S
InChI:InChI=1S/C6H7BO2S/c8-7(9)5-2-1-3-6(10)4-5/h1-4,8-10H
InChI key:InChIKey=OBCKMTLUSKYKIW-UHFFFAOYSA-N
SMILES:B(O)(O)C1=CC(S)=CC=C1
Synonyms:
  • B-(3-Mercaptophenyl)boronic acid
  • Boronic acid, B-(3-mercaptophenyl)-
  • Boronic acid, (3-mercaptophenyl)-
  • (3-Mercaptophenyl)boronic acid
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