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CAS 171364-83-3

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(4-Nitrophenyl)boronic acid, pinacol ester

Description:
(4-Nitrophenyl)boronic acid, pinacol ester is an organoboron compound characterized by the presence of a boronic acid functional group and a nitrophenyl moiety. This compound typically appears as a white to off-white solid and is soluble in organic solvents such as dichloromethane and ethanol. It is known for its utility in organic synthesis, particularly in the formation of carbon-carbon bonds through Suzuki coupling reactions. The presence of the nitro group enhances the electrophilicity of the aromatic ring, making it a valuable intermediate in the synthesis of various pharmaceuticals and agrochemicals. Additionally, the pinacol ester formation provides stability and protects the boronic acid functionality, allowing for selective reactions under mild conditions. As with many boron-containing compounds, it is important to handle this substance with care, as it may exhibit reactivity with moisture and can be sensitive to air. Overall, (4-Nitrophenyl)boronic acid, pinacol ester serves as a versatile building block in modern organic chemistry.
Formula:C12H16BNO4
InChI:InChI=1/C12H16BNO4/c1-11(2)12(3,4)18-13(17-11)9-5-7-10(8-6-9)14(15)16/h5-8H,1-4H3
SMILES:CC1(C)C(C)(C)OB(c2ccc(cc2)N(=O)=O)O1
Synonyms:
  • (4-Nitrophenyl)boronic acid
  • 4,4,5,5-Tetramethyl-2-(4-Nitrophenyl)-1,3,2-Dioxaborolane
  • 4-Nitrophenylboronic Acid Pinacol Ester
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