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221775

Sigma-Aldrich

Copper(II) bromide

99%

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Synonym(s):
brominating agent, Cupric bromide
Linear Formula:
CuBr2
CAS Number:
Molecular Weight:
223.35
EC Number:
MDL number:
UNSPSC Code:
12161600
eCl@ss:
38150112
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

99%

form

solid

reaction suitability

core: copper
reagent type: catalyst

mp

498 °C (lit.)

density

4.77 g/mL at 25 °C (lit.)

SMILES string

Br[Cu]Br

InChI

1S/2BrH.Cu/h2*1H;/q;;+2/p-2

InChI key

QTMDXZNDVAMKGV-UHFFFAOYSA-L

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General description

Cuprous bromide may be prepared by the reduction of cupric bromide or CuSO4-NaBr. In the molten state, it is grayish brown /greenish brown in color.

Application

Some reported applications of copper bromide are:
  • catalyst in cross coupling reactions.
  • co-catalyst in Sonogashira coupling.
  • Lewis acid in enantioselective addition of alkynes.
  • reducing agent, when complexed by three molecules of pyridine initiators for the controlled polymerization of styrene, methyl acrylate and methyl methacrylate.

Reductive homocoupling of α-bromo- α- chlorocarboxylates to dimethyl α, α′ dichlorosuccinate derivatives in presence of CuBr/LiOCH3 in methanol has been reported.

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Denissova I and Barriault L
Handbook of Reagents for Organic Synthesis null
Synthesis, 1535-1535 (2007)
Boyang Shi et al.
Macromolecular rapid communications, 40(24), e1900547-e1900547 (2019-11-30)
The functionalization and application of nano-objects generated using a polymerization induced self-assembly (PISA) procedure is becoming a focus in recent years. In this contribution, using ethanol as solvent, poly(oligo(ethylene oxide) methyl ether methacrylate) (POEOMA) as macro-initiator/stabilizer, and 2-(perfluorohexyl)ethyl methacrylate (PFHEMA)
Jian Wang et al.
Macromolecular rapid communications, 40(2), e1800332-e1800332 (2018-06-28)
Polymerization-induced self-assembly (PISA) and in situ crosslinking of the formed nanoparticles are successfully realized by activators regenerated by electron-transfer atom transfer radical polymerization (ARGET ATRP) of glycidyl methacrylate (GMA) or a mixture of GMA/benzyl methacrylate (BnMA) monomers in ethanol. Poly(oligo(ethylene
Yu Wang
Polymers, 11(8) (2019-07-31)
Atom transfer radical polymerization (ATRP) of methyl acrylate (MA) was carried out by continuous feeding of Cu(I) activators. Typically, the solvent, the monomer, the initiator, and the CuBr2/Me6TREN deactivator are placed in a Schlenk flask (Me6TREN: tris[2-(dimethylamino)ethyl]amine), while the CuBr/Me6TREN

Protocols

ARGET ATRP procedure facilitates PMMA polymer brush growth with surface cleaning and initiator monolayer deposition.

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