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21205-91-4 - 9-BBN dimer, 98% - 9-Borabicyclo[3.3.1]nonane dimer - L15166 - Alfa Aesar

L15166 9-BBN dimer, 98%

Numéro de CAS
21205-91-4
Synonymes
9-Borabicyclo[3.3.1]nonane dimer

Conditionnement Prix ($) Quantité Disponibilité
5g 88,10
25g 350,00
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9-BBN dimer, 98%

MDL
MFCD00168069

Propriétés chimiques

Formule
C16H30B2
Poids moleculaire
244.04
Point de fusion
149-154°
Sensibilité
Air & Moisture Sensitive
Solubilité
Soluble in tetrahydrofuran, ether, hexane, benzene, toluene, carbon tetrachloride, chloroform, dichloromethane and dimethylsulfide. Slightly soluble in cyclohexane, dimethoxyethane, diglyme and dioxane.

Applications

9-BBN dimer acts as a hydroboration reagent in organic chemistry. It is used in Suzuki reactions and involved in the anti-Markovnikov hydration of alkenes and alkynes. It is employed as a reactant for Diels-Alder reaction. In addition to this, it is used as a precursor to boracycles and also selectively reduce conjugated enones to allylic alcohol.

Notes

Air and moisture sensitive. Store in a cool place. Keep the container tightly closed in a dry and well-ventilated place. Incompatible with strong oxidizing agents.

Références bibliographiques

Selective hydroborating agent. For use in hydroboration of terminal alkynes in the synthesis of long-chain alcohols, see: Tetrahedron, 48, 9187 (1992).

For a review of the chemistry of 9-BBN, see: Pure Appl. Chem., 63, 387 (1991); brief reviews of its uses in organic synthesis: J. Prakt. Chem./ Chem. Ztg., 338, 386 (1996); Synlett, 159 (2000).

Braunschweig, H.; Horl, C. Unexpected cluster formation upon hydroboration of a neutral diborene with 9-BBN. Chem. Commun. 2014, 50 (75), 10983-10985.

Farrell, J. M.; Posaratnanathan, R. T.; Stephan, D. W. A family of N-heterocyclic carbene-stabilized borenium ions for metal-free imine hydrogenation catalysis. Chem. Sci. 2015, 6, 2010-2015.

Mentions de danger et de prudence du SGH

Mentions de danger (UE): H228-H250-H252-H260

Flammable solid. Catches fire spontaneously if exposed to air. Self-heating in large quantities; may catch fire. In contact with water releases flammable gases which may ignite spontaneously.

Mentions de prudence: P223-P210-P222-P231+P232-P422a-P501a

Keep away from any possible contact with water, because of violent reaction and possible flash fire. Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Do not allow contact with air. Handle under inert gas. Protect from moisture. Store contents under inert gas. Dispose of contents/container in accordance with local/regional/national/international regulations.

Autres références

Classe de danger
4.2
Groupe d'emballage
I
Code tarifaire harmonisé
2931.90
TSCA
No

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