151076

9-Borabicyclo[3.3.1]nonane solution

0.5 M in THF

• Sinonimo/i: 9-BBN
• Formula empirica (notazione di Hill): C₈H₁₅B
• Numero CAS: 280-64-8
• Peso molecolare: 122.02
• Beilstein: 605509
• Numero MDL: MFCD00074742
• Codice UNSPSC: 12352005
• ID PubChem: 24849089
• NACRES: NA.22

Proprietà

• Stato: liquid
• Livello qualitativo: 100
• Impiego in reazioni chimiche: reagent type: reductant
• Concentrazione: 0.5 M in THF
• Densità: 0.894 g/mL at 25 °C
• Stringa SMILE: B1C2CCCC1CCC2
• InChI: 1S/C8H15B/c1-3-7-5-2-6-8(4-1)9-7/h7-9H,1-6H2/t7-,8+; FEJUGLKDZJDVFY-OCAPTIKFSA-N

Descrizione

Descrizione generale

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.

Applicazioni

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.

Confezionamento

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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Note legali

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

Informazioni sulla sicurezza

• Pittogrammi: GHS02,GHS08,GHS07
• Avvertenze: Danger
• Indicazioni di pericolo: H225,H260,H302,H319,H335,H336,H351
• Consigli di prudenza: P202 - P210 - P231 + P232 - P301 + P312 - P305 + P351 + P338 - P308 + P313
• Classi di pericolo: Acute Tox. 4 Oral - Carc. 2 - Eye Irrit. 2 - Flam. Liq. 2 - STOT SE 3 - Water-react 1
• Organi bersaglio: Central nervous system, Respiratory system
• Rischi supp: EUH019
• Codice della classe di stoccaggio: 4.3 - Hazardous materials which set free flammable gases upon contact with water
• Classe di pericolosità dell'acqua (WGK): WGK 3
• Punto d’infiammabilità (°F): 1.0 °F - closed cup
• Punto d’infiammabilità (°C): -17.2 °C - closed cup