1-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole(CAS: 837392-62-8)

1-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole is a crystalline solid with a molecular weight of approximately 354.38 g/mol. It has a low solubility in water but is more soluble in organic solvents like dichloromethane and acetonitrile. This compound is known for its reactivity, particularly in boronate coupling reactions. It exhibits good stability under normal conditions but should be handled with care due to its chemical nature.

1-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole is typically synthesized via a boronation reaction of 1-methyl-1H-indole with 4,4,5,5-tetramethyl-2-bora-1,3,2-dioxaborine. The reaction requires a palladium catalyst and a base such as potassium carbonate. The yield is generally good, and the reaction is considered to be a mild and efficient method for the preparation of this compound.

1-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole is primarily used in the pharmaceutical industry for the synthesis of complex organic molecules. It is also utilized in the development of sensors and semiconductors due to its unique chemical properties. This compound's versatility makes it a valuable reagent in the polymer industry for the modification of polymer structures.

When handling 1-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole, it is essential to wear appropriate personal protective equipment (PPE), including gloves and safety goggles. The compound should be stored in a cool, dry place away from strong acids and bases. In case of a spill, it should be cleaned up immediately using appropriate absorbent materials. Always refer to the Safety Data Sheet (SDS) for detailed handling and storage information.