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280-64-8 - 9-BBN monomer, 97%, 0.5M in THF - 9-Borabicyclo[3.3.1]nonane monomer - H52287 - Alfa Aesar

H52287 9-BBN monomer, 97%, 0.5M in THF

Numéro CAS
280-64-8
Synonymes
9-Borabicyclo[3.3.1]nonane monomer

Dimensions Prix ($) Quantité Disponibilité
100ml 44,08
500ml 175,10
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9-BBN monomer, 97%, 0.5M in THF

MDL
MFCD00074742

Propriétés chimiques

Formule
C8H15B
Poids formulaire
122.02
Point d'éclair
-19°(-2°F)
Sensibilité
Air & Moisture Sensitive
Solubilité
Miscible with ether, hexane, benzene, toluene, carbon tetrachloride, chloroform, dimethylsulfide and dichloromethane. Slightly miscible with cyclohexane, dimethoxyethane, diglyme and dioxane.

Applications

9-BBN monomer acts as a selective hydroboration reagent in synthetic organic chemistry. It is employed in Suzuki reactions as well as in the preparation of terminal alcohols by the region selective addition of alkenes followed by oxidative cleavage using hydrogen peroxide. It is also used in copper-catalyzed cross-coupling reactions of organoboron compounds with primary alkyl halides and pseudohalides. It acts as a protecting group for alkenes. Further, it is used as a reactant for Hetero-Diels-Alder reaction for the synthesis of spirocyclic alkaloids. In addition to this, it is used in intramolecular insertion of alkenes into palladium-nitrogen bonds.

Notes

Air and moisture sensitive. Keep the container tightly closed in a dry and well-ventilated place. Incompatible with water, oxidizing agents, acids and alcohols.

Références bibliographiques

Meng, X.; York, E. A.; Liu, S.; Edgar, K. J. Hydroboration-oxidation: A chemoselective route to cellulose µ-hydroxyalkanoate esters. Carbohydr. Polym. 2015, 133, 262-269.

Shem, P. M.; Sardar, R.; Shumaker-Parry, J. S. Soft ligand stabilized gold nanoparticles: Incorporation of bipyridyls and two-dimensional assembly. J. Colloid Interface Sci. 2014, 426, 107-116.

Mentions de danger et de prudence du SGH

Mentions de danger (UE): H225-H261-H351-H319-H335

Highly flammable liquid and vapour. In contact with water releases flammable gas. Suspected of causing cancer. Causes serious eye irritation. May cause respiratory irritation.

Mentions de prudence: P210-P231+P232-P201-P261-P280-P281-P303+P361+P353-P305+P351+P338-P405-P501a

Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Handle under inert gas. Protect from moisture. Obtain special instructions before use. Avoid breathing dust/fume/gas/mist/vapours/spray. Wear protective gloves/protective clothing/eye protection/face protection. Use personal protective equipment as required. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Autres références

Beilstein
605509
Classe de danger
4.3
Groupe d'emballage
II
Code tarifaire harmonisé
2931.90
TSCA
No

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Analytique et matériel de laboratoire