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02116

Sigma-Aldrich

Copper(I) bromide

≥97.0%

Synonym(s):

Cuprous bromide

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About This Item

Linear Formula:
CuBr
CAS Number:
7787-70-4
Molecular Weight:
143.45
EC Number:
232-131-6
MDL number:
MFCD00010969
UNSPSC Code:
12352302
PubChem Substance ID:
57646703
assay:
≥97.0%
grade:
for analytical purposes
form:
powder

grade

for analytical purposes

assay

≥97.0%

form

powder

reaction suitability

reagent type: catalyst
core: copper

impurities

≤0.02% insoluble in HCl
≤0.3% subst. not precipitated by H2S (as SO4)
≤4.5% CuBr2

mp

504 °C (lit.)

density

4.71 g/mL at 25 °C (lit.)

anion traces

sulfate (SO42-): ≤5000 mg/kg

cation traces

As: ≤50 mg/kg
Fe: ≤500 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.[1] 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].[2]

Application

Copper(I) bromide may be used in the synthesis of the following:
  • enantioenriched, functionalized and protected propargylamines[3]
  • polyvinylchloride bearing benzoxazine side groups[4]
  • polybutadiene having benzoxazine side-groups (PB-Benzoxazine)[5]

signalword

Danger

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Eye Dam. 1 - Skin Irrit. 2

Storage Class

13 - Non Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
60230
40360
1101A
1098A
62610

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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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