2-Chloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline(CAS: 721960-43-6)

2-Chloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline is a solid with a crystalline form. It has a molecular weight of 354.12 g/mol and a melting point of 75-77°C. The compound is slightly soluble in water but soluble in organic solvents like ethanol and acetone. It is synthetically reactive, particularly in the presence of boron-containing reagents and can undergo substitution reactions under appropriate conditions.

2-Chloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline is synthesized via a boronate ester formation reaction. The process involves the reaction of 2-chloroaniline with bis(pinacolato)diboron in the presence of a catalyst such as Pd(PPh3)2 or PdCl2(dppf) and a base like potassium acetate. The yield and selectivity of the product can be influenced by the choice of catalyst and reaction conditions.

2-Chloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline is used in the pharmaceutical industry for the synthesis of various bioactive compounds. It is also utilized in polymer synthesis, where it serves as a monomer or functional group. Additionally, it has applications in sensor technology and semiconductor manufacturing due to its unique chemical properties.

When handling 2-Chloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline, it is important to use appropriate personal protective equipment (PPE), such as gloves, goggles, and a lab coat. Work should be conducted in a well-ventilated area, preferably in a fume hood. Spills should be cleaned up immediately using appropriate absorbent materials. Always consult the Safety Data Sheet (SDS) for detailed information on handling and disposal.