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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%

CAS Number
21205-91-4
Synonyms
9-Borabicyclo[3.3.1]nonane dimer

Size Price ($) Quantity Availability
5g 88.10
25g 350.00
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9-BBN dimer, 98%

MDL
MFCD00168069

Chemical Properties

Formula
C16H30B2
Formula Weight
244.04
Melting point
149-154°
Sensitivity
Air & Moisture Sensitive
Solubility
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.

Literature References

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.

GHS Hazard and Precautionary Statements

Hazard Statements: H228-H250-H260-H252

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

Precautionary Statements: P210-P222-P231+P232-P280-P235+P410-P240-P241-P422a-P420-P501a

Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Do not allow contact with air. Handle under inert gas. Protect from moisture. Wear protective gloves/protective clothing/eye protection/face protection. Keep cool. Protect from sunlight. Ground/bond container and receiving equipment. Use explosion-proof electrical/ventilating/lighting/ equipment. Store contents under inert gas. Store away from other materials. Dispose of contents/container in accordance with local/regional/national/international regulations.

Other References

Hazard Class
4.2
Packing Group
I
Harmonized Tariff Code
2931.90
TSCA
No

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