61163

Sigma-Aldrich

Copper(I) bromide

purum p.a., ≥98.0% (RT)

Synonym(s):
Cuprous bromide
Linear Formula:
CuBr
CAS Number:
Molecular Weight:
143.45
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.21

Quality Level

grade

purum p.a.

assay

≥98.0% (RT)

form

powder or crystals

reaction suitability

reagent type: catalyst
core: copper

impurities

≤3% Cu(II)Br2

mp

504 °C (lit.)

density

4.71 g/mL at 25 °C (lit.)

anion traces

sulfate (SO42-): ≤5000 mg/kg

cation traces

Ca: ≤500 mg/kg
Cd: ≤50 mg/kg
Co: ≤50 mg/kg
Fe: ≤500 mg/kg
K: ≤100 mg/kg
Na: ≤5000 mg/kg
Ni: ≤50 mg/kg
Pb: ≤500 mg/kg
Zn: ≤100 mg/kg

SMILES string

[Cu]Br

InChI

1S/BrH.Cu/h1H;/q;+1/p-1

InChI key

NKNDPYCGAZPOFS-UHFFFAOYSA-M

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General description

Copper(I) bromide is a copper(I) halide. Copper(I) bromide along with N-(n-octyl)-2-pyridylmethanimine participates in the living-radical polymerization of methyl methacrylate. It reacts with various heterocyclic thiones (L) in the presence of triphenylphosphine, to afford the mononuclear complexes of the general formula [Cu(L)(PPh3)2Br].

Application

Copper(I) bromide may be used in the synthesis of the following:
  • enantioenriched, functionalized and protected propargylamines
  • polyvinylchloride bearing benzoxazine side groups
  • polybutadiene having benzoxazine side-groups (PB-benzoxazine)

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis
Certificate of Origin
Copper (I) bromide complexes with heterocyclic thiones and triphenylphosphine as ligands. The X-ray crystal structure of copper (I) pyrimidine-2-thione bis (triphenylphosphine) bromide [Cu (PPh 3) 2 (PymtH) Br].
Lecomte C, et al.
Polyhedron, 8(8), 1103-1109 (1989)
Thermally curable polyvinylchloride via click chemistry.
Kiskan B, et al.
Journal of Polymer Science Part A: Polymer Chemistry, 46(11), 3512-3518 (2008)
Copper (I) bromide/N-(n-octyl)-2-pyridylmethanimine-mediated living-radical polymerization of methyl methacrylate using carbosilane dendritic initiators.
Hovestad NJ, et al.
Macromolecules, 33(11), 4048-4052 (2000)
Enantioselective synthesis of propargylamines by copper-catalyzed addition of alkynes to enamines.
Christopher Koradin et al.
Angewandte Chemie (International ed. in English), 41(14), 2535-2538 (2002-08-31)
B Podobnik et al.
Bioconjugate chemistry, 26(3), 452-459 (2015-01-30)
The covalent attachment of poly(ethylene glycol) (PEG) to therapeutic proteins is a commonly used approach for extending in vivo half-lives. A potential limitation of this PEGylation strategy is the adverse effect of PEG on conjugate viscosity. Interferon-alpha (IFN) was conjugated...

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