(4-Chloro-1-naphthyl)boronic acid(CAS: 147102-97-4)

(4-Chloro-1-naphthyl)boronic acid is a white crystalline solid with a molecular weight of approximately 231.03 g/mol. It has a low solubility in water but is soluble in organic solvents. The compound displays moderate reactivity, particularly in reactions involving boronic acid functional groups, such as Suzuki coupling. Its physical properties include a melting point of 151-153°C and a specific rotation of -10 to -15°.

(4-Chloro-1-naphthyl)boronic acid is usually synthesized via the reaction of chloronaphthalene with boron tribromide followed by treatment with sodium borohydride. This method provides good selectivity and yields, with the key steps requiring mild conditions. The synthesis typically involves the use of a fume hood to handle potentially hazardous reagents.

(4-Chloro-1-naphthyl)boronic acid finds application in various industries, particularly in pharmaceuticals and organic synthesis. It serves as a key reagent in the synthesis of complex organic molecules and pharmaceutical intermediates. Its use in polymer chemistry and sensor technology is also growing, leveraging its boronic acid functionality for specific chemical interactions and reactivities.

When handling (4-Chloro-1-naphthyl)boronic acid, it is essential to wear appropriate personal protective equipment (PPE) including gloves, safety goggles, and a lab coat. Work should be conducted in a well-ventilated area or fume hood to minimize the risk of inhalation. Spills should be cleaned up with care, using suitable absorbents, and disposed of according to local regulations. Always refer to the Material Safety Data Sheet (MSDS) for detailed safety information and emergency procedures.