9-Borabicyclo[3.3.1]nonane or 9-BBN is an organoborane compound. This colourless solid 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.

Sterically demanding boranes offer enhanced selectivity. One example of a sterically demanding borane (9-BBN) is generated by the double addition of borane to 1,5-cyclooctadiene: 9-Borabicyclo[3.3.1]nonane. The reactivity and selectivity of the borane reagent may be modified through the use of borane-Lewis base complexes. Recent Literature

9-Borabicyclo[3.3.1]nonane | C8H14B | CID 6327450 - structure, chemical names, physical and chemical properties, classification, patents, literature, biological activities, safety/hazards/toxicity information, supplier lists, and more.

Bulk and Prepack available | Aldrich-151076; 9-Borabicyclo[3.3.1]nonane solution 0.5 M in THF; 9-BBN; CAS No. 280-64-8 (principal component); Explore related products, MSDS, application guides, procedures and protocols at Sigma Aldrich - a one stop solution for all your research & industrial needs.

Aug 12, 2019 · The product is a bicyclic compound of structure \(1\) (often abbreviated as 9-BBN), in which the residual \(\ce{B-H}\) bond adds to unhindered alkenes with much greater selectivity than is observed with other hydroborating reagents.

9-Borabicyclo[3.3.1]nonane is a mild reagent for the reduction of carbonyl compounds, acid chlorides and alkenes. As 9-BBN does not form complexes with tertiary amines, a stoichiometric amount of the reagent is sufficient for the complete reduction of amides to amines.

Tertiary amides can be reduced to amines and aldehydes using alkyboranes 9-BBN and Sia2BH respectively.

Raytheon BBN (originally Bolt, Beranek and Newman, Inc.) is an American research and development company based in Cambridge, Massachusetts. [1]In 1966, the Franklin Institute awarded the firm the Frank P. Brown Medal, in 1999 BBN received the IEEE Corporate Innovation Recognition, and on 1 February 2013, BBN was awarded the National Medal of Technology …

9-BBN is typically used in organic chemistry for hydroboration-oxidation reactions. 9-BBN is a very useful reagent due to its ability to achieve high regioselectivity in reactions based on steric and electronic factors.

9-Borabicyclo[3.3.1]nonane dimer | C16H28B2 | CID 11322441 - structure, chemical names, physical and chemical properties, classification, patents, literature, biological activities, safety/hazards/toxicity information, supplier lists, and more.