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L14880 Boron tribromide, 1M soln. in dichloromethane

CAS Number
10294-33-4
Synonyms

Stock No. Size Price ($) Quantity Availability
L14880-AC 25ml 47.90
L14880-AE 100ml 125.00
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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
Storage & Sensitivity
Moisture Sensitive. Store under Nitrogen. Ambient temperatures.
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-H314-H330-H335-H336-H350-H373

Fatal if swallowed. Causes severe skin burns and eye damage. Fatal if inhaled. May cause respiratory irritation. May cause drowsiness or dizziness. May cause cancer. May cause damage to organs through prolonged or repeated exposure.

Precautionary Statements: P201-P202-P260-P264b-P270-P271-P281-P284-P303+P361+P353-P304+P340-P305+P351+P338-P310-P330-P331-P363-P501c

Obtain special instructions before use. Do not handle until all safety precautions have been read and understood. Do not breathe dust/fume/gas/mist/vapours/spray. Wash face, hands and any exposed skin thoroughly after handling Do not eat, drink or smoke when using this product. Use only outdoors or in a well-ventilated area. Use personal protective equipment as required. Wear respiratory protection. 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. Immediately call a POISON CENTER or doctor/physician. Rinse mouth. Do NOT induce vomiting. Wash contaminated clothing before reuse. Dispose of contents/ container to an approved waste disposal plant

Other References

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

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