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CAS 91983-26-5

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(4-Cyanomethylphenyl)boronic acid

Description:
(4-Cyanomethylphenyl)boronic acid is an organoboron compound characterized by the presence of a boronic acid functional group attached to a phenyl ring that has a cyanoethyl substituent. This compound typically exhibits properties common to boronic acids, such as the ability to form reversible covalent bonds with diols, making it useful in various applications, including organic synthesis and medicinal chemistry. The presence of the cyano group enhances its reactivity and solubility in polar solvents. It is often utilized in Suzuki-Miyaura cross-coupling reactions, which are pivotal in the formation of carbon-carbon bonds. Additionally, (4-Cyanomethylphenyl)boronic acid may exhibit moderate acidity due to the boronic acid group, allowing it to participate in acid-base reactions. Safety considerations should be taken into account when handling this compound, as boronic acids can be irritants and may pose environmental hazards. Overall, its unique structural features and reactivity make it a valuable compound in synthetic organic chemistry.
Formula:C8H8BNO2
InChI:InChI=1/C8H8BNO2/c10-6-5-7-1-3-8(4-2-7)9(11)12/h1-4,11-12H,5H2
SMILES:c1cc(ccc1CC#N)B(O)O
Synonyms:
  • 4-(Cyanomethyl)benzeneboronic acid
  • 4-Boronophenylacetonitrile
  • 4-(Cyanomethyl)phenylboronic acid
  • [4-(Cyanomethyl)Phenyl]Boronic Acid
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