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CAS 373384-12-4

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[2-[(1,1-Dimethylethoxy)methyl]phenyl]-boronic acid

Description:
[2-[(1,1-Dimethylethoxy)methyl]phenyl]-boronic acid is an organoboron compound characterized by the presence of a boronic acid functional group, which is known for its ability to form reversible covalent bonds with diols, making it useful in various applications, including organic synthesis and medicinal chemistry. The compound features a phenyl ring substituted with a 1,1-dimethylethoxy group, which enhances its lipophilicity and stability. This structural arrangement contributes to its potential as a building block in the synthesis of more complex molecules, particularly in the development of pharmaceuticals. The boronic acid moiety also plays a crucial role in cross-coupling reactions, such as Suzuki-Miyaura coupling, which is widely utilized in the formation of carbon-carbon bonds. Additionally, the compound's solubility and reactivity can be influenced by the presence of the bulky dimethylethoxy group, which may affect its interaction with other reagents and substrates in chemical reactions. Overall, this compound exemplifies the versatility of boronic acids in synthetic organic chemistry.
Formula:C11H17BO3
InChI:InChI=1/C11H17BO3/c1-11(2,3)15-8-9-6-4-5-7-10(9)12(13)14/h4-7,13-14H,8H2,1-3H3
SMILES:CC(C)(C)OCc1ccccc1B(O)O
Synonyms:
  • 2-(tert-Butoxymethyl)phenylboronic acid
  • [2-(Tert-Butoxymethyl)Phenyl]Boronic Acid
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