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CAS 603143-27-7

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4-(Methanesulfonyl)phenylboronic acid pinacol ester

Description:
4-(Methanesulfonyl)phenylboronic acid pinacol ester is an organoboron compound characterized by the presence of a boronic acid moiety and a methanesulfonyl group attached to a phenyl ring. This compound typically exhibits properties such as being a white to off-white solid, soluble in organic solvents like dichloromethane and ethanol, but generally insoluble in water. The boronic acid functionality allows for participation in various chemical reactions, particularly in Suzuki coupling reactions, which are essential in organic synthesis for forming carbon-carbon bonds. The methanesulfonyl group enhances the compound's reactivity and stability, making it useful in medicinal chemistry and material science. Additionally, the pinacol ester formation provides protection for the boronic acid, facilitating its handling and storage. Safety considerations should be taken into account, as boronic compounds can be sensitive to moisture and may require specific storage conditions to maintain stability. Overall, this compound serves as a valuable intermediate in the synthesis of complex organic molecules.
Formula:C13H19BO4S
InChI:InChI=1/C13H19BO4S/c1-12(2)13(3,4)18-14(17-12)10-6-8-11(9-7-10)19(5,15)16/h6-9H,1-5H3
SMILES:CC1(C)C(C)(C)OB(c2ccc(cc2)S(=O)(=O)C)O1
Synonyms:
  • 2-(4-Methanesulfonylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
  • 4,4,5,5-Tetramethyl-2-[4-(Methylsulfonyl)Phenyl]-1,3,2-Dioxaborolane
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