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

L14880 Boron tribromide, 1M soln. in dichloromethane

CAS-Nummer
10294-33-4
Synonyme

Größe Preis ($) Menge Verfügbarkeit
25ml 45,60
100ml 119,00
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Boron tribromide, 1M soln. in dichloromethane

MDL
MFCD00011312
EINECS
233-657-9

Chemische Eigenschaften

Formel
BBr3
Molmasse
250.52
Dichte
1.467
Brechungsindex
1.4340
Sensitivität
Moisture Sensitive
Löslichkeit
Miscible with ethanol and carbon tetrachloride.

Anwendungen

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.

Bemerkungen

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

Literaturverweise

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 Gefahren- und Sicherheitshinweise

Gefahrenhinweise (EU): H300-H330-H314-H318-H351

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

Sicherheitshinweise: P260u-P284-P301+P310a-P303+P361+P353-P304+P340-P305+P351+P338-P320-P301+P330+P331-P405-P501a

Wear respiratory protection. IF SWALLOWED: 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. Do NOT induce vomiting. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Weitere Referenzen

Merck
14,1347
Gefahrenklasse
6.1
Verpackungsgruppe
I
Harmonized Tariff Code
2812.90
TSCA
Yes

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