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CAS 74386-13-3

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(4-bromo-3-nitrophenyl)boronic acid

Description:
(4-Bromo-3-nitrophenyl)boronic acid is an organoboron compound characterized by the presence of a boronic acid functional group attached to a phenyl ring that is further substituted with a bromine atom and a nitro group. This compound typically appears as a solid and is soluble in polar solvents such as water and alcohols, owing to the boronic acid moiety, which can form hydrogen bonds. The presence of the bromine and nitro substituents introduces both electron-withdrawing and steric effects, influencing its reactivity and interactions in chemical reactions. It is often utilized in organic synthesis, particularly in Suzuki coupling reactions, where it acts as a nucleophile to form carbon-carbon bonds. Additionally, the compound can serve as a ligand in coordination chemistry and has potential applications in medicinal chemistry due to its ability to interact with biological targets. Safety precautions should be observed when handling this compound, as it may pose health risks if ingested or inhaled.
Formula:C6H5BBrNO4
InChI:InChI=1/C6H5BBrNO4/c8-5-2-1-4(7(10)11)3-6(5)9(12)13/h1-3,10-11H
SMILES:c1cc(c(cc1B(O)O)N(=O)=O)Br
Synonyms:
  • boronic acid, B-(4-bromo-3-nitrophenyl)-
  • 4-Bromo-3-Nitrophenylboronic Acid
  • (4-Bromo-3-nitrophenyl)boronic acid
  • 4-BROMO-3-NITROBENZENEBORONIC ACID
  • AKOS BRN-0082
  • RARECHEM AH PB 0034
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