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9-BBN monomer, 97%, 0.5M in THF, Thermo Scientific™

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Quantity:
500mL

This Thermo Scientific brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific.

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.

Solubility
Miscible with ether, hexane, benzene, toluene, carbon tetrachloride, chloroform, dimethylsulfide and dichloromethane. Slightly miscible with cyclohexane, dimethoxyethane, diglyme and dioxane.

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.
Concentration or Composition (by Analyte or Components) 0.5M in THF
CAS 280-64-8
Flash Point −19°C (−2°F)
Molecular Formula C8H14B
MDL Number MFCD00074742
Odor Ether-like
UN Number UN3399
Beilstein 605509
Quantity 500mL
Synonym 9-borabicyclo 3.3.1 nonane, 9-borabicyclo 3.3.1 nonan, 9-borabicyclo 3,3,1 nonane, 9$l^ 2-borabicyclo 3.3.1 nonane, 1s,5s-9-borabicyclo 3.3.1 nonane, monomer; 21205-91-4 dimer, 9-borabicyclo 3.3.1 nonane,9-bbn,intetrahydrofuran
Solubility Information Miscible with ether,hexane,benzene,toluene,carbon tetrachloride,chloroform,dimethylsulfide and dichloromethane. Slightly miscible with cyclohexane,dimethoxyethane,diglyme and dioxane.
Sensitivity Air and moisture sensitive
InChI Key AMKGKYQBASDDJB-UHFFFAOYSA-N
SMILES [B]1C2CCCC1CCC2
IUPAC Name 9$l^{2}-borabicyclo[3.3.1]nonane
Molecular Weight (g/mol) 121.01
PubChem CID 6327450
Formula Weight 122.02
Percent Purity 97%
Chemical Name or Material 9-BBN monomer
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GHS H Statement
H225-H261-H351-H319-H335
Highly flammable liquid and vapor.
In contact with water releases flammable gas.
Suspected of causing cancer.
Causes serious eye irritation.
May cause respiratory irritation.

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

H225-H261-H302-H314-H335-H336-H351

DOTInformation : Transport Hazard Class: 4.3; Packing Group: II; Proper Shipping Name: ORGANOMETALLIC SUBSTANCE, LIQUID, WATER-REACTIVE, FLAMMABLE

TSCA : No

Recommended Storage : Ambient temperatures; Store under Argon