151076

9-Borabicyclo[3.3.1]nonane solution

0.5 M in THF

• Synonyme(s) : 9-BBN
• Formule empirique (notation de Hill): C₈H₁₅B
• Numéro CAS: 280-64-8
• Poids moléculaire : 122.02
• Numéro Beilstein : 605509
• Numéro MDL: MFCD00074742
• Code UNSPSC : 12352005
• ID de substance PubChem : 24849089
• Nomenclature NACRES : NA.22

Propriétés

• Forme: liquid
• Niveau de qualité: 100
• Pertinence de la réaction: reagent type: reductant
• Concentration: 0.5 M in THF
• Densité: 0.894 g/mL at 25 °C
• Chaîne SMILES: B1C2CCCC1CCC2
• InChI: 1S/C8H15B/c1-3-7-5-2-6-8(4-1)9-7/h7-9H,1-6H2/t7-,8+
• Clé InChI: FEJUGLKDZJDVFY-OCAPTIKFSA-N

Description

Description générale

9-Borabicyclo[3.3.1]nonane is an organic compound, which is generally used as a hydroborating agent. It is thermally stable, less sensitive to oxygen and water when compared to other dialkyl boranes. It is commonly used to prepare aldehydes from alkynes.

Application

Protecting group for alkenes†

Reactant for:

• Linear SPPS synthesis of ubiquitin derivatives
• Copper-catalyzed cross-coupling reactions of organoboron compounds with primary alkyl halides and pseudohalides
• Intramolecular insertion of alkenes into palladium-nitrogen bonds
• Preparation of (phosphonoacetyl)ornithine to study effect on arginine biosynthetic genes in yeast
• Hetero-Diels-Alder reaction for synthesis of spirocyclic alkaloids

Differentiation of symmetrical diols by reduction of the corresponding cyclic acetals with 9-BBN.

Selective hydroboration reduction reagent.

Conditionnement

The 25 mL Sure/Seal^™ bottle is recommended as a single-use bottle. Repeated punctures will likely result in decreased performance of product.

View returnable container options.

Informations légales

Sure/Seal is a trademark of Sigma-Aldrich Co. LLC

Informations sur la sécurité

• Pictogrammes: GHS02,GHS08,GHS07
• Mention d'avertissement: Danger
• Mentions de danger: H225,H260,H302,H319,H335,H336,H351
• Conseils de prudence: P202 - P210 - P231 + P232 - P301 + P312 - P305 + P351 + P338 - P308 + P313
• Classification des risques: Acute Tox. 4 Oral - Carc. 2 - Eye Irrit. 2 - Flam. Liq. 2 - STOT SE 3 - Water-react 1
• Organes cibles: Central nervous system, Respiratory system
• Risques supp: EUH019
• Code de la classe de stockage: 4.3 - Hazardous materials which set free flammable gases upon contact with water
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): 1.0 °F - closed cup
• Point d'éclair (°C): -17.2 °C - closed cup