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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:
7789-45-9
Molecular Weight:
223.35
EC Number:
232-167-2
MDL number:
MFCD00010970
UNSPSC Code:
12161600
eCl@ss:
38150112
PubChem Substance ID:
24853260
NACRES:
NA.22
Pricing and availability is not currently available.

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.[1]

related product

Product No.
Description
Pricing

909424

Cu(OTs)2, ≥95%

Signal Word

Danger

Hazard Statements

H302,H314,H410

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

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Certificates of Analysis (COA)

Lot/Batch Number
WXBF0004V
WXBF1707V
WXBD9600V
WXBD6808V
WXBD4049V

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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
View All Related Papers

Protocols

ARGET ATRP: Procedure for PMMA Polymer Brush Growth

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

ARGET ATRP: Procedure for PMMA Polymer Brush Growth

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

ARGET ATRP: Procedure for PMMA Polymer Brush Growth

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

ARGET ATRP: Procedure for PMMA Polymer Brush Growth

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

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  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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