736627

Mesitylcopper(I)

• Synonym(s): (2,4,6-Trimethylphenyl)copper
• 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

Properties

• 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

Description

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.

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H315 - H319 - H335
• Precautionary Statements: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Target Organs: Respiratory system
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable