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

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

Stock No. Size Price ($) Quantity Availability
H52287-AE 100ml 45.90
H52287-AP 500ml 174.00
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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)
Storage & Sensitivity
Moisture Sensitive. Air Sensitive. Store under Argon. Ambient temperatures.
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-H302-H314-H335-H336-H351

Highly flammable liquid and vapour. In contact with water releases flammable gas. Harmful if swallowed. Causes severe skin burns and eye damage. May cause respiratory irritation. May cause drowsiness or dizziness. Suspected of causing cancer.

Precautionary Statements: P201-P202-P210-P223-P231+P232-P233-P235-P240-P241-P242-P243-P260-P264b-P270-P271-P281-P303+P361+P353-P304+P340-P305+P351+P338-P310-P330-P331-P335+P334-P363-P370+P378q-P501c

Obtain special instructions before use. Do not handle until all safety precautions have been read and understood. Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Keep away from any possible contact with water, because of violent reaction and possible flash fire. Handle under inert gas. Protect from moisture. Keep container tightly closed. Keep cool. Ground/bond container and receiving equipment. Use explosion-proof electrical/ventilating/lighting/ equipment. Use only non-sparking tools. Take precautionary measures against static discharge. Do not breathe dust/fume/gas/mist/vapours/spray. Wash face, hands and any exposed skin thoroughly after handling Do not eat, drink or smoke when using this product. Use only outdoors or in a well-ventilated area. Use personal protective equipment as required. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Immediately call a POISON CENTER or doctor/physician. Rinse mouth. Do NOT induce vomiting. Brush off loose particles from skin. Immerse in cool water/wrap in wet bandages. Wash contaminated clothing before reuse. In case of fire: Use CO2, dry chemical, or foam Dispose of contents/ container to an approved waste disposal plant

Other References

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

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