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221775

Sigma-Aldrich

Copper(II) bromide

99%

Synonym(s):

brominating agent, Cupric bromide

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About This Item

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

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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Danger

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Eye Dam. 1 - Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Denissova I and Barriault L
Handbook of Reagents for Organic Synthesis null
Synthesis, 1535-1535 (2007)
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
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)
Shengqing Ye et al.
Chemical communications (Cambridge, England), (36)(36), 5406-5408 (2009-09-03)
Palladium-catalyzed tandem reactions of 2-alkenylphenyl-acetylenes with CuCl2 or CuBr2 afforded 3-chloro- or 3-bromo-1-methyleneindenes in good yields; these compounds could be further elaborated via palladium-catalyzed coupling reactions.

Protocols

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

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

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

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

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