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CAS 256652-04-7

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Naphthalene-2-boronic acid pinacol ester

Description:
Naphthalene-2-boronic acid pinacol ester, with the CAS number 256652-04-7, is an organoboron compound characterized by the presence of a naphthalene ring and a boronic acid moiety that is esterified with pinacol. This compound typically exhibits a white to off-white crystalline appearance and is soluble in organic solvents such as dichloromethane and ethanol, but has limited solubility in water. It is known for its utility in organic synthesis, particularly in cross-coupling reactions, such as Suzuki-Miyaura coupling, which is a key method for forming carbon-carbon bonds. The boronic ester functionality allows for the selective formation of aryl-aryl bonds, making it valuable in the synthesis of complex organic molecules, including pharmaceuticals and materials. Additionally, naphthalene derivatives often exhibit interesting photophysical properties, which can be exploited in various applications, including organic electronics and sensors. As with many organoboron compounds, handling should be done with care, as they may pose health risks if ingested or inhaled.
Formula:C16H19BO2
InChI:InChI=1/C16H19BO2/c1-15(2)16(3,4)19-17(18-15)14-10-9-12-7-5-6-8-13(12)11-14/h5-11H,1-4H3
SMILES:CC1(C)C(C)(C)OB(c2ccc3ccccc3c2)O1
Synonyms:
  • 4,4,5,5-Tetramethyl-2-Naphthalen-2-Yl-1,3,2-Dioxaborolane
  • 2-Naphthaleneboronic Acid, Pinacol Ester
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