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Merck

736627

Mesitylcopper(I)

greener alternative

solid

Synonym(s):

(2,4,6-Trimethylphenyl)copper

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About This Item

Empirical Formula (Hill Notation):
C9H11Cu
CAS Number:
Molecular Weight:
182.73
UNSPSC Code:
12161600
PubChem Substance ID:
NACRES:
NA.22
MDL number:
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Product Name

Mesitylcopper(I),

form

solid

Quality Segment

reaction suitability

core: copper, reagent type: catalyst

greener alternative product characteristics

Catalysis
Learn more about the Principles of Green Chemistry.

sustainability

Greener Alternative Product

mp

184-191 °C

greener alternative category

storage temp.

-10 to -25°C

SMILES string

Cc1cc(C)c([Cu])c(C)c1

InChI

1S/C9H11.Cu/c1-7-4-8(2)6-9(3)5-7;/h4-5H,1-3H3;

InChI key

BBUKMFLZOHNUQU-UHFFFAOYSA-N

General description

We are committed to bringing you Greener Alternative Products, which adhere to one of the four categories of Greener Alternatives. This product falls under category 12 PAP and aligns with the Green Chemistry Principle of Catalysis. Click here for more information.
Mesitylcopper(I) is a thermally stable and highly soluble organocopper compound, which is commonly used as a metalation reagent in organic synthesis. In mixed lithium cuprate reagents, mesitylcopper serves as a useful ″holding group″. It is very sensitive to moisture and air therefore reactions must be carried out under anhydrous conditions.

Application

Mesitylcopper(I) is can be used to synthesize:
  • Homo and heteroleptic copper(I) complexes such as Cu(I) alkoxides, siloxides, phosphates, amides, and phosphides.
  • Biorelevant copper(I) complexes as biomimetic model compounds.
  • Copper nanoparticles from stabilizing primary amines.

It can also be used as a selective mesityl group transfer reagent in stoichiometric C−C and C−heteroatom bond-forming reactions.


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Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable



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