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CAS 154566-69-5

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5-METHYL-4-BROMOTHIOPHEN-2-YLBORONIC ACID

Description:
5-Methyl-4-bromothiophen-2-ylboronic acid is an organoboron compound characterized by the presence of a boronic acid functional group attached to a thiophene ring. This compound features a methyl group and a bromine atom, which are both substituents on the thiophene ring, influencing its reactivity and solubility. The boronic acid group is known for its ability to form reversible covalent bonds with diols, making it valuable in various organic synthesis applications, particularly in Suzuki coupling reactions for the formation of carbon-carbon bonds. The presence of the bromine atom enhances the electrophilicity of the thiophene, facilitating further functionalization. Additionally, the compound's solubility in polar solvents is attributed to the boronic acid moiety, which can engage in hydrogen bonding. Overall, 5-methyl-4-bromothiophen-2-ylboronic acid is a versatile intermediate in organic synthesis, particularly in the development of pharmaceuticals and advanced materials. Its unique structural features make it a subject of interest in both academic and industrial research.
Formula:C5H6BBrO2S
InChI:InChI=1/C5H6BBrO2S/c1-3-4(7)2-5(10-3)6(8)9/h2,8-9H,1H3
SMILES:Cc1c(cc(B(O)O)s1)Br
Synonyms:
  • 4-Bromo-5-methylthiophene-2-boronic acid
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