CAS 75732-01-3 Mesitylcopper(I) - Catalysts / Alfa Chemistry

Synonyms

(2,4,6-Trimethylphenyl)copper(I)

IUPAC Name

copper(1+);1,3,5-trimethylbenzene-6-ide;

Molecular Weight

182.73

Molecular Formula

C9H11Cu

Canonical SMILES

CC1=CC(=[C-]C(=C1)C)C.[Cu+]

InChI

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

InChI Key

TYIFJJCPKPPNPM-UHFFFAOYSA-N

Melting Point

184-191 °C

Purity

95%

Appearance

Powder

Storage

2-8°C

Complexity

185

Covalently-Bonded Unit Count

Exact Mass

182.015672

H-Bond Acceptor

Heavy Atom Count

Monoisotopic Mass

182.015672

Rotatable Bond Count

Topological Polar Surface Area

0 Å²

Application

Mesitylcopper(I) serves as a foundational material for synthesizing a diverse array of copper(I) complexes. It facilitates the creation of both homo and heteroleptic complexes, including copper alkoxides, siloxides, phosphates, amides, and phosphides. Its role extends to forming biorelevant copper(I) complexes that act as biomimetic model compounds, as well as stabilizing primary amines for copper nanoparticle production. Additionally, Mesitylcopper(I) functions as a selective mesityl group transfer reagent, aiding in the formation of C-C and C-heteroatom bonds during stoichiometric reactions. This thermally stable and highly soluble organocopper compound is frequently used as a metalation reagent in organic synthesis and operates as a "holding group" in mixed lithium cuprate reagents. However, due to its high sensitivity to moisture and air, all reactions involving Mesitylcopper(I) must be conducted under strictly anhydrous conditions.

February 3, 2025

Excellent Reagent for Complex Synthesis

Mesitylcopper(I) from Alfa Chemistry proved indispensable in our lab research. We used it to synthesize biorelevant copper complexes. Its thermal stability and solubility impress, but handle under anhydrous conditions for best results.