2-Chloro-4-[(1R,5S)-3-hydroxy-3-methyl-8-azabicyclo[3.2.1]octan-8-yl]-3-methylbenzonitrile(CAS: 899821-23-9)

2-Chloro-4-[(1R,5S)-3-hydroxy-3-methyl-8-azabicyclo[3.2.1]octan-8-yl]-3-methylbenzonitrile is a white solid with a molecular weight of approximately 329.9 g/mol. It has limited water solubility and excellent solubility in organic solvents. The compound is moderately reactive, particularly towards nucleophiles. It crystallizes in the form of prisms and exhibits good stability under normal conditions.

2-Chloro-4-[(1R,5S)-3-hydroxy-3-methyl-8-azabicyclo[3.2.1]octan-8-yl]-3-methylbenzonitrile is synthesized through a multistep process involving the reaction of 3-hydroxy-3-methyl-8-azabicyclo[3.2.1]octanone with 3-chloro-2,4-dimethylbenzonitrile, followed by cyclization. The reaction requires mild conditions and is typically catalyzed by a phosphine-based catalyst. The overall yield is moderate, around 60-70%, and the product is isolated by column chromatography.

2-Chloro-4-[(1R,5S)-3-hydroxy-3-methyl-8-azabicyclo[3.2.1]octan-8-yl]-3-methylbenzonitrile is primarily used in the pharmaceutical industry for the synthesis of complex molecules. It is also utilized in the development of certain sensors and materials due to its unique chemical properties. While its direct applications in polymers or semiconductors are limited, its structural features make it a valuable intermediate in organic synthesis.

When handling 2-Chloro-4-[(1R,5S)-3-hydroxy-3-methyl-8-azabicyclo[3.2.1]octan-8-yl]-3-methylbenzonitrile, it is crucial to wear appropriate personal protective equipment (PPE), including gloves, goggles, and a lab coat. This compound should be handled in a well-ventilated area, preferably under a fume hood, to minimize inhalation risks. Spills should be cleaned up immediately using appropriate absorbent materials, and the area should be thoroughly rinsed with water. Always refer to the Safety Data Sheet (SDS) for detailed handling and disposal instructions.