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10294-33-4 - Boron tribromide, 1M soln. in dichloromethane - L14880 - Alfa Aesar

L14880 Boron tribromide, 1M soln. in dichloromethane

CAS Number
10294-33-4
Synonyms

Size Price ($) Quantity Availability
25ml 45.60
100ml 119.00
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Boron tribromide, 1M soln. in dichloromethane

MDL
MFCD00011312
EINECS
233-657-9

Chemical Properties

Formula
BBr3
Formula Weight
250.52
Density
1.467
Refractive Index
1.4340
Sensitivity
Moisture Sensitive
Solubility
Miscible with ethanol and carbon tetrachloride.

Applications

Boron tribromide is used as a reactant for luminescent polystyrene derivatives with sterically protected carbazolylborane moieties, high-quality boron-doped graphene via Wurtz-type reductive coupling reaction and micrometer-sized organic molecule-DNA hybrid structures. It is also used in bromination and cyclization reactions to prepare cyclopenta[1,3]cyclopropa[1,2-b]pyrrolizin-8-one. It acts as a liquid boron source used in p-type deposition processes.

Notes

Moisture sensitive. Reacts violently with water. Incompatible with alcohols, alkali metals, aluminum, sodium oxides and strong bases.

Literature References

Reagent for cleavage of ethers: Synthesis, 249 (1983). Converts alcohols to alkyl bromides under mild conditions: Tetrahedron Lett., 35, 1051 (1994). Cleavage of N-methoxymethyl: Tetrahedron Lett., 42, 8633 (2001), or N-benzyl: Tetrahedron Lett., 45, 4093 (2004) protecting groups can also be achieved under mild conditions. Alkynes undergo bromoboration; the products can be transformed, e.g. to trisubstituted alkenes: Tetrahedron Lett., 29, 1811 (1988), or enyne-allenes: Tetrahedron Lett., 35, 1829 (1994).

Jourdan, J. P.; Rochais, C.; Legay, R.; Santos, J. S. O.; Dallemagne, P. An unusual boron tribromide-mediated, one-pot bromination/cyclization reaction. Application to the synthesis of a highly strained cyclopenta[1,3]cyclopropa[1,2-b]pyrrolizin-8-one. Tetrahedron Lett. 2013, 54 (9), 1133-1136.

Khusainova, L. I.; Khafizova, L. O.; Tyumkina, T. V.; Dzhemilev, U. M. Synthesis of halogen-substituted borolanes and 2,3-dihydro-1H-boroles by reactions of aluminacarbocycles with boron trichloride and boron tribromide. Russ. J. Org. Chem. 2014, 50 (3), 309-313.

GHS Hazard and Precautionary Statements

Hazard Statements: H300-H330-H314-H351

Fatal if swallowed. Fatal if inhaled. Causes severe skin burns and eye damage. Suspected of causing cancer.

Precautionary Statements: P260-P284-P301+P310-P303+P361+P353-P304+P340-P305+P351+P338-P320-P330-P405-P501a

Do not breathe dust/fume/gas/mist/vapours/spray. Wear respiratory protection. IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician. 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. Specific treatment is urgent (see label). Rinse mouth. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Other References

Merck
14,1347
Hazard Class
6.1
Packing Group
I
Harmonized Tariff Code
2812.90
TSCA
Yes

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