Copper (II) Bromide
Product Information
Molecular Formula
CuBr
Molecular Weight
223.37
Description
Copper bromide may be used as a catalyst in organic reactions and as a brominating agent. Copper catalyzed biotinylation of acetylene terminated poly(ethylene glycol) methyl ether methylacrylate (PEGMEMA) chains has been investigated. Copper dibromide in acetonitrile acts as a catalyst in the interconversion of acetals to bis(methoxyphenyl)methyl (BMPM) ethers. It has been used as a catalyst in the intramolecular decarboxylative functionalization of α-carbonyl to yield a C(sp(3))-O bond for the synthesis of furo[3,2-c]coumarins. Poly(3,4-ethylene dioxythiophene):poly(styrenesulfonate) (PEDOT:PSS) has been reportedly doped with CuBr2 to act as hole transport layer (HTL) in polymer solar cells(PSCs). Doping increase the conductivity and thereby increasing the device power conversion efficiency of PSCs.
Synonyms
Chromouschloride
IUPAC Name
dibromocopper
SMILES
[Cu](Br)Br
InChI
InChI=1S/2BrH.Cu/h2*1H;/q;;+2/p-2
InChI Key
QTMDXZNDVAMKGV-UHFFFAOYSA-L
Boiling Point
900 °C
Melting Point
498 °C (lit.)
Purity
≥99%
Density
4.77 g/mL at 25 °C (lit.)
Solubility
Very sol in water
Appearance
solid
Application
Used as an intensifier in photography, brominating agent in organic synthesis, humidity indicator, wood preservative, electrolyte in batteries, stabilizer for acetylated polyformaldehyde, in metal machining, removing lead from gasoline, copying processes, and sulfur extraction of oil.
Decomposition
WHEN STRONGLY HEATED, THEY EMIT HIGHLY TOXIC FUMES OF /HYDROGEN BROMIDE. /BROMIDES/
Safety Information
Hazards
H302 - H314 - H410
Precautionary Statement
P260 - P273 - P280 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338 + P310 - P391
Computed Properties
Hydrogen Bond Donor Count
0
Hydrogen Bond Acceptor Count
0
Rotatable Bond Count
0
Exact Mass
222.76422 g/mol
Monoisotopic Mass
220.76627 g/mol
Topological Polar Surface Area
0Ų
Heavy Atom Count
3
Formal Charge
0
Complexity
2.8
Isotope Atom Count
0
Defined Atom Stereocenter Count
0
Undefined Atom Stereocenter Count
0
Defined Bond Stereocenter Count
0
Undefined Bond Stereocenter Count
0
Covalently-Bonded Unit Count
1
Compound Is Canonicalized
Yes
Patents
| Publication Number | Title | Priority Date |
|---|---|---|
| US-2011311458-A1 | Alkaloid aminoester derivatives and medicinal compositions thereof | 2010-06-22 |
| US-2011306541-A1 | Methods for treating hcv | 2010-06-10 |
| US-2011269738-A1 | Compounds | 2010-04-30 |
| US-2011230486-A1 | Modulators Of HEC1 Activity And Methods Therefor | 2010-03-17 |
| US-2011207716-A1 | Inhibitors of polo-like kinase | 2009-12-23 |
| US-2011212942-A1 | Inhibitors of polo-like kinase | 2009-12-23 |
| US-2011152246-A1 | Novel inhibitors of hepatitis c virus replication | 2009-12-18 |
| US-2011301143-A1 | Heterocyclic derivatives as inhibitors of stearoyl-coenzyme a delta-9 desaturase | 2009-02-23 |
| US-2010152160-A1 | Novel benzodioxane and benzoxazine derivatives useful as cc chemokine receptor ligands | 2008-12-12 |
| US-2011224187-A1 | Pyrrolidine, piperidine and piperazine derivatives and methods of use thereof | 2008-10-16 |
Literatures
| PMID | Publication Date | Title | Journal |
|---|---|---|---|
| 22168778 | 2012-01-01 | The combination of copper bromide laser, a 10,600 nm ablative carbon dioxide laser and intralesional triamcinolone for the treatment of hypertrophic thyroidectomy scars | Journal of the European Academy of Dermatology and Venereology : JEADV |
| 21875127 | 2011-10-07 | Expeditious synthesis of phenanthrenes via CuBr2-catalyzed coupling of terminal alkynes and N-tosylhydrazones derived from o-formyl biphenyls | Organic letters |
| 21660365 | 2011-07-21 | CuBr catalyzed C-N cross coupling reaction of purines and diaryliodonium salts to 9-arylpurines | Organic & biomolecular chemistry |
| 20931130 | 2010-11-21 | Solvent-free aromatic C-H functionalisation/halogenation reactions | Dalton transactions (Cambridge, England : 2003) |
| 19835898 | 2010-01-01 | An efficient, practical synthesis of 2-methoxyestradiol | Steroids |
| 19673483 | 2009-09-18 | Construction of nitrogen heterocycles bearing an aminomethyl group by copper-catalyzed domino three-component coupling-cyclization | The Journal of organic chemistry |
| 19123848 | 2009-02-06 | CuX2-mediated halolactonization reaction of monoesters of 1,2-allenyl phosphonic acids and their Suzuki cross-coupling reaction | The Journal of organic chemistry |
| 18380429 | 2008-05-05 | Novel thermochromism relating to supramolecular cuprophilic interaction: design, synthesis, and luminescence of copper(I) pyrazolate trimer and polymer | Inorganic chemistry |
| 16557623 | 2006-05-24 | Practical highly enantioselective synthesis of propargylamines through a copper-catalyzed one-pot three-component condensation reaction | Chemistry (Weinheim an der Bergstrasse, Germany) |
| 16971307 | 2006-01-01 | One-pot synthesis of 3,4-dihydropyrimidin-2(1H)-ones using CuBr2 as catalyst | Preparative biochemistry & biotechnology |
