UCHEM - organic chemistry,hydroboration reagent

一、Specification: 

≥98%

Package: 5g，25g，100g

二、Technical Information

Appearance: White Crystalline

Physical State: Solid

Storage: Desiccate at room temperature

Melting Point: 150-152 °C(lit.)

三、Introduction      
       9-Borabicyclo[3.3.1]nonane dimer cas 21205-91-4 is used in organic chemistry as a hydroboration reagent. The compound exists as a hydride-bridged dimer, which easily cleaves in the presence of reducible substrates. The compound is also commercially available as a solution in tetrahydrofuran. 9-Borabicyclo[3.3.1]nonane dimer is especially useful in Suzuki reactions. Its highly stereoselective addition on olefins allows the preparation of terminal alcohols by subsequent oxidative cleavage with H₂O₂ in aq. KOH. The steric demand of 9-Borabicyclo[3.3.1]nonane dimer greatly suppresses the formation of the 2-substituted isomer compared to the use of borane. 9-Borabicyclo[3.3.1]nonane dimer has excellent regioselectivity in hydroboration of alkenes. It is more sensitive to subtle steric differences than Sia₂BH, because the rigid hetereocyclic substituents prevent internal rotation to relieve steric hindrance in the transition state. Reflecting its greater sensitivity to electronic factors, 9-Borabicyclo[3.3.1]nonane dimer is more reactive towards alkenes than alkynes.