(4-Acetylphenyl)boronic acid(CAS: 149104-90-5)

(4-Acetylphenyl)boronic acid is a white to off-white crystalline solid with a molecular weight of approximately 224.22 g/mol. It has a pKa of about 7.5. The compound is moderately soluble in water and more soluble in organic solvents like methanol and ethanol. It is known for its reactivity in boronate ester formation and is a key reagent in click chemistry and organic synthesis.

(4-Acetylphenyl)boronic acid can be synthesized via several methods. One common approach involves the reduction of (4-acetylphenyl)boronic ester with sodium borohydride in an aqueous solution. Another method involves the direct reaction of 4-acetylphenol with boron tribromide in an inert solvent. The yield is typically 70-80%, and the purity can be increased through recrystallization.

(4-Acetylphenyl)boronic acid is widely used in the pharmaceutical industry for the synthesis of drug intermediates. It is also utilized in the polymer industry for the preparation of functional polymers and in the semiconductor industry for the production of photolithography resists. Additionally, it finds applications in the development of sensors and as a reagent in click chemistry.

When handling (4-Acetylphenyl)boronic acid, it is important to wear appropriate personal protective equipment (PPE) such as gloves, safety goggles, and a lab coat. Ensure that the work is conducted in a well-ventilated area or fume hood to avoid inhalation. Spills should be cleaned up using appropriate absorbent materials and disposing of waste according to local regulations. Always refer to the Safety Data Sheet (SDS) for detailed safety information.