Skip to Content
MilliporeSigma
All Photos(1)

Documents

736627

Sigma-Aldrich

Mesitylcopper(I)

Synonym(s):

(2,4,6-Trimethylphenyl)copper

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C9H11Cu
CAS Number:
75732-01-3
Molecular Weight:
182.73
MDL number:
MFCD00015622
UNSPSC Code:
12352300
PubChem Substance ID:
329765125
NACRES:
NA.22

form

solid

Quality Level

100

reaction suitability

core: copper
reagent type: catalyst

mp

184-191 °C

storage temp.

2-8°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

Related Categories

General description

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.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Mesitylcopper-a powerful tool in synthetic chemistry
Stollenz M and Meyer F
Organometallics, 31(22), 7708-7727 (2012)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service