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9-BBN monomer acts as a selective hydroboration reagent in synthetic organic chemistry. It is employed in Suzuki reactions as well as in the preparation of terminal alcohols by the region selective addition of alkenes followed by oxidative cleavage using hydrogen peroxide. It is also used in copper-catalyzed cross-coupling reactions of organoboron compounds with primary alkyl halides and pseudohalides. It acts as a protecting group for alkenes. Further, it is used as a reactant for Hetero-Diels-Alder reaction for the synthesis of spirocyclic alkaloids. In addition to this, it is used in intramolecular insertion of alkenes into palladium-nitrogen bonds.
Meng, X.; York, E. A.; Liu, S.; Edgar, K. J. Hydroboration-oxidation: A chemoselective route to cellulose µ-hydroxyalkanoate esters. Carbohydr. Polym. 2015, 133, 262-269.
Shem, P. M.; Sardar, R.; Shumaker-Parry, J. S. Soft ligand stabilized gold nanoparticles: Incorporation of bipyridyls and two-dimensional assembly. J. Colloid Interface Sci. 2014, 426, 107-116.
Hazard Statements: H225-H261-H302-H333-H319-H351-H335
Highly flammable liquid and vapour. In contact with water releases flammable gas. Harmful if swallowed. May be harmful if inhaled. Causes serious eye irritation. Suspected of causing cancer. May cause respiratory irritation.
Precautionary Statements: P223-P210-P303+P361+P353-P305+P351+P338-P405-P501a
Keep away from any possible contact with water, because of violent reaction and possible flash fire. Keep away from heat/sparks/open flames/hot surfaces. - No smoking. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.