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CAS 237429-33-3

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4-Mercaptophenylboronic acid

Description:
4-Mercaptophenylboronic acid is an organoboron compound characterized by the presence of both a boronic acid group and a thiol group attached to a phenyl ring. Its molecular structure features a boron atom bonded to a hydroxyl group and a phenyl ring, which is further substituted with a thiol (-SH) group at the para position. 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 and thiol functional groups. 4-Mercaptophenylboronic acid exhibits unique reactivity, particularly in forming reversible covalent bonds with diols, making it useful in various applications, including organic synthesis, sensor development, and as a building block in drug discovery. Additionally, its thiol group can participate in redox reactions and can be utilized in the formation of disulfide bonds, enhancing its utility in bioconjugation and materials science. Safety precautions should be observed when handling this compound, as with many organoboron and thiol-containing substances.
Formula:C6H7BO2S
InChI:InChI=1/C6H7BO2S/c8-7(9)5-1-3-6(10)4-2-5/h1-4,8-10H
SMILES:c1cc(ccc1B(O)O)S
Synonyms:
  • (4-Sulfanylphenyl)boronic acid
  • boronic acid, B-(4-mercaptophenyl)-
  • 4-Mercaptophenylboronicacid
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