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

L14880 Boron tribromide, 1M soln. in dichloromethane

Codice CAS
10294-33-4
Sinonimi

Dimensioni Prezzo ($) Quantità Disponibilità
25ml 56,70
100ml 126,00
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Boron tribromide, 1M soln. in dichloromethane

MDL
MFCD00011312
EINECS
233-657-9

Proprietà chimiche

Formula
BBr3
Peso formula
250.52
Densità
1.467
Indice di rifrazione
1.4340
Sensibilità
Moisture Sensitive
Solubilità
Miscible with ethanol and carbon tetrachloride.

Applicazioni

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.

Note

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

Letteratura

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.

Rischio GHS e dichiarazioni precauzionali

Dichiarazioni di rischio (UE): H300-H330-H314-H351

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

Dichiarazioni precauzionali: 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.

Altri riferimenti

Merck
14,1347
Classe di rischio
6.1
Gruppo di imballaggio
I
Codice tariffe armonizzato
2812.90
TSCA
Yes

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