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923060

Sigma-Aldrich

Copper(I) bromide

99.9% trace metals basis

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Synonym(s):
Cuprous bromide
Linear Formula:
CuBr
CAS Number:
7787-70-4
Molecular Weight:
143.45
MDL number:
MFCD00010969
UNSPSC Code:
12352302
NACRES:
NA.21

Quality Level

200

Assay

99.9% trace metals basis

form

powder

reaction suitability

reagent type: catalyst
core: copper

mp

504 °C (lit.)

density

4.71 g/mL at 25 °C (lit.)

SMILES string

[Cu]Br

InChI

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

InChI key

NKNDPYCGAZPOFS-UHFFFAOYSA-M

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Application

Copper bromide (CuBr) is used in Sandmeyer’s reaction to prepare aryl bromides from aryl diazonium salts. It is also used as a co-catalyst in Sonogashira coupling reaction. CuBr reacts with organolithium compounds to form organocopper complexes that are commonly used in organic synthesis for C-C bond formation.

Signal Word

Danger

Hazard Classifications

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

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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Recent advances and perspectives in copper-catalyzed Sonogashira coupling reactions.
Thomas, A. et al
Royal Society of Chemistry Advances, 4(42), 21688-21698 (2014)
Cu (I)/Cu (II)/TMEDA, new effective available catalyst of sandmeyer reaction
Sigeev, A. S., et al
European Journal of Organic Chemistry, 48(8), 1055-1058 (2012)
Unravelling the hidden link of lithium halides and application in the synthesis of organocuprates
Yi, H., et al
Nature Communications, 8, 14794 -14794 (2017)

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