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CAS 280-64-8

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9-Borabicyclo[3.3.1]nonane

Description:
9-Borabicyclo[3.3.1]nonane, commonly referred to as BBN, is a boron-containing compound characterized by its unique bicyclic structure. It features a boron atom integrated into a bicyclic framework, which contributes to its reactivity and utility in organic synthesis, particularly in hydroboration reactions. BBN is a colorless to pale yellow liquid at room temperature and is known for its stability under ambient conditions, although it can be sensitive to moisture. The compound is often used as a reagent in organic chemistry for the selective addition of boron to alkenes and alkynes, facilitating the formation of organoboranes that can be further transformed into alcohols, amines, or other functional groups. Its ability to form stable complexes with various substrates makes it a valuable tool in synthetic methodologies. Additionally, BBN is recognized for its relatively low toxicity compared to other boron reagents, although appropriate safety precautions should still be observed when handling it in the laboratory.
Formula:C8H15B
InChI:InChI=1S/C8H15B/c1-3-7-5-2-6-8(4-1)9-7/h7-9H,1-6H2
InChI key:InChIKey=FEJUGLKDZJDVFY-UHFFFAOYSA-N
SMILES:C12BC(CCC1)CCC2
Synonyms:
  • 9-Bbn
  • 9-Borabicyclo[3.3.1]Non-9-Yl
  • 9-Borabicyclononane
  • 9-Borylbicyclo[3.3.1]nonane
  • 9-borabicyclo(3.3.1)nonane
  • 9-Borabicyclo[3.3.1]nonane
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