(3AS,4S,6S,7aR)-3a,5,5-trimethylhexahydro-4,6-methanobenzo[d][1,3,2]dioxaborole(CAS: 90084-43-8)

The compound (3AS,4S,6S,7aR)-3a,5,5-trimethylhexahydro-4,6-methanobenzo[d][1,3,2]dioxaborole has a crystalline form and a molecular weight of approximately 184.24 g/mol. It is slightly soluble in common organic solvents like methanol and ether. The compound shows good reactivity towards nucleophiles, particularly in organoboron coupling reactions. It is stable under normal laboratory conditions but may decompose at high temperatures.

This compound is commonly synthesized through a multistep process involving the preparation of a suitable boronic acid or ester, followed by reduction and cyclization reactions. Commonly used catalysts include palladium(II) acetate and triphenylphosphine. The synthesis typically yields a product with a purity above 95%, indicating good selectivity and high yield.

This compound finds application in the pharmaceutical industry for the synthesis of complex molecules, particularly in organoboron coupling reactions. It is also utilized in the polymer industry for the modification of polymers and in the semiconductor industry for the production of advanced materials. Additionally, it is used in the development of sensors and electronic devices.

When handling (3AS,4S,6S,7aR)-3a,5,5-trimethylhexahydro-4,6-methanobenzo[d][1,3,2]dioxaborole, it is crucial to wear appropriate personal protective equipment (PPE) such as gloves, goggles, and a lab coat. Work in a fume hood to minimize exposure. Spills should be cleaned up promptly using absorbent materials, and the area should be well-ventilated. Consult the Safety Data Sheet (SDS) for detailed handling and disposal information.