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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

CAS Number
280-64-8
Synonyms
9-Borabicyclo[3.3.1]nonane monomer

Size Price ($) Quantity Availability
100ml 44.08
500ml 175.10
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9-BBN monomer, 97%, 0.5M in THF

MDL
MFCD00074742

Chemical Properties

Formula
C8H15B
Formula Weight
122.02
Flash Point
-19°(-2°F)
Sensitivity
Air & Moisture Sensitive
Solubility
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.

Literature References

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.

GHS Hazard and Precautionary Statements

Hazard Statements: 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.

Precautionary Statements: 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.

Other References

Beilstein
605509
Hazard Class
4.3
Packing Group
II
Harmonized Tariff Code
2931.90
TSCA
No

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