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9-BBN

[9-Borabicyclo[3.3.1]nonane]









General Information:


Structure:



CAS Number: 280-64-8

Molecular Weight: 122.02 g/mol

Appearance: Colorless solid

Melting Point: 153-155


Similar to other dialkylboranes, 9-BBN exists as a dimer. What separates 9-BBN from other dialkylboranes is that it does not need to be freshly prepared prior to use, but rather exists as a stable commercially available crystalline solid.


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.




Common Uses:


Reagent in hydroboration-oxidation reactions





References:


1) Patent Reference: WO2016011930, page 141, (15.7 MB)

2) Wikipedia: 9-Borabicyclo[3.3.1]nonane (link)

3) www.sigmaaldrich.com: 9-Borabicyclo[3.3.1]nonane solution (link)

4) Coates, R. M.; Denmark, S. E.; Handbook of Reagents for Organic Synthesis, Reagents, Auxiliaries, and Catalysts for C-C Bond Formation

5) www.alfa.com: H52287 9-BBN monomer, 97%, 0.5M in THF (link)