2-Bromomethylphenylboronic acid

• Studies of carbon-boron bond cleavage of phenylboronate-pendant cyclen
• Development of a sensory system to detect glucose or other monosaccharides and hydroxycarboxylates
• Synthesis of boronated triaryl and tetraaryl phosphonium salts used in cytotoxicity studies
• Colorimetry and fluorometry mercury determination with chemosensors composed of rhodamine and boronic acid groups
• Synthesis of imidazolium-containing boronic acids used as fluoride ion sensors
• Reactions with adenine for molecules with antiinflammatory antitumor activities

16419-60-6

91983-14-1

General procedure for the synthesis of 2-(bromomethyl)benzeneboronic acid from 2-methylbenzeneboronic acid: 14.8 g (0.11 mol) of 2-methylbenzeneboronic acid was added to a 500 mL round bottom flask, followed by the addition of 380 mL of carbon tetrachloride, which was heated slightly until dissolved. A bromine solution was prepared by dissolving 17.9 g of bromine in 85 mL of carbon tetrachloride under light conditions. At the beginning of the reaction, a portion of the bromine solution was added quickly to keep the reaction solution light yellow. After the reaction was carried out for 2 hours, the reaction mixture was bleached with alkaline solution and subsequently filtered. The filter cake was washed five times with carbon tetrachloride and three times with hexane. Finally, the product was dried under vacuum to give 19.97 g of white powdery solid in 84.6% yield.