(5-Chloro-1-benzothiophen-2-yl)boronic acid(CAS: 867381-22-4)

(5-Chloro-1-benzothiophen-2-yl)boronic acid is a white crystalline solid with a molecular weight of approximately 317.04 g/mol. It has a low solubility in water but is more soluble in organic solvents like ethanol and acetonitrile. Chemically, it is less reactive than typical boronic acids and is often used in Suzuki coupling reactions. Its properties include good stability under normal laboratory conditions and a melting point around 160°C.

(5-Chloro-1-benzothiophen-2-yl)boronic acid is typically synthesized via the Grignard reaction or organoborane addition to 1-(2-chlorophenyl)benzene. Commonly, 1-(2-chlorophenyl)benzene is reacted with a grignard reagent or organoborane to form the desired boronic acid. The process yields up to 90% of the target product with good selectivity towards the boronic acid functional group.

(5-Chloro-1-benzothiophen-2-yl)boronic acid is primarily used in the pharmaceutical industry for drug synthesis, particularly in the development of new medications. It is also used in the polymer industry as a monomer or catalyst. Additionally, it has applications in the production of sensors and semiconductors due to its ability to participate in various chemical reactions.

When handling (5-Chloro-1-benzothiophen-2-yl)boronic acid, it is essential to wear appropriate personal protective equipment, including gloves, goggles, and a lab coat. It should be stored in a cool, dry place away from direct sunlight. In case of a spill, it is recommended to use a fume hood and follow standard laboratory procedures for waste disposal. For more detailed safety information, refer to the Safety Data Sheet (SDS).