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CAS 676501-84-1

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5-bromothiophene-2-boronic acid pinacol ester

Description:
5-Bromothiophene-2-boronic acid pinacol ester is an organoboron compound characterized by the presence of a thiophene ring substituted with a bromine atom and a boronic acid moiety that is esterified with pinacol. This compound typically exhibits properties associated with both boronic acids and thiophene derivatives, such as moderate solubility in organic solvents and potential reactivity in cross-coupling reactions, particularly in Suzuki-Miyaura coupling. The boronic ester functionality allows for the formation of stable complexes with diols and can serve as a versatile building block in organic synthesis. Additionally, the bromine substituent enhances the electrophilicity of the thiophene ring, making it a useful intermediate in the synthesis of various organic compounds, including pharmaceuticals and agrochemicals. The compound's stability, reactivity, and functionalization potential make it valuable in materials science and medicinal chemistry. As with many organoboron compounds, care should be taken in handling due to potential reactivity and toxicity associated with boron-containing compounds.
Formula:C10H14BBrO2S
InChI:InChI=1/C10H14BBrO2S/c1-9(2)10(3,4)14-11(13-9)7-5-6-8(12)15-7/h5-6H,1-4H3
SMILES:CC1(C)C(C)(C)OB(c2ccc(Br)s2)O1
Synonyms:
  • 2-(5-Bromothiophen-2-Yl)-4,4,5,5-Tetramethyl-1,3,2-Dioxaborolane
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