151076

9-Borabicyclo[3.3.1]nonane solution

0.5 M in THF

• Sinónimos: 9-BBN
• Fórmula empírica (notación de Hill): C₈H₁₅B
• Número de CAS: 280-64-8
• Peso molecular: 122.02
• Beilstein: 605509
• Número MDL: MFCD00074742
• Código UNSPSC: 12352005
• ID de la sustancia en PubChem: 24849089
• NACRES: NA.22

Propiedades

• Formulario: liquid
• Nivel de calidad: 100
• idoneidad de la reacción: reagent type: reductant
• concentración: 0.5 M in THF
• densidad: 0.894 g/mL at 25 °C
• cadena SMILES: B1C2CCCC1CCC2
• InChI: 1S/C8H15B/c1-3-7-5-2-6-8(4-1)9-7/h7-9H,1-6H2/t7-,8+
• Clave InChI: FEJUGLKDZJDVFY-OCAPTIKFSA-N

Descripción

Descripción general

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.

Aplicación

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

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

Selective hydroboration reduction reagent.

Envase

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

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Información legal

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

Información de seguridad

• Pictogramas: GHS02,GHS08,GHS07
• Palabra de señalización: Danger
• Frases de peligro: H225,H260,H302,H319,H335,H336,H351
• Consejos de prudencia: P202 - P210 - P231 + P232 - P301 + P312 - P305 + P351 + P338 - P308 + P313
• Clasificaciones de peligro: Acute Tox. 4 Oral - Carc. 2 - Eye Irrit. 2 - Flam. Liq. 2 - STOT SE 3 - Water-react 1
• Órganos de actuación: Central nervous system, Respiratory system
• Riesgos supl.: EUH019
• Código de clase de almacenamiento: 4.3 - Hazardous materials which set free flammable gases upon contact with water
• Clase de riesgo para el agua (WGK): WGK 3
• Punto de inflamabilidad (°F): 1.0 °F - closed cup
• Punto de inflamabilidad (°C): -17.2 °C - closed cup