N-Mesitylimidazole

Name: N-Mesitylimidazole
Brand: ChemScene
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CAS No. 25364-44-7
Cat. No. CS-0029920
Molecule weight186.25
Purity≥98%
MDL No.None

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General Information

CAS No. 25364-44-7
Cat. No. CS-0029920
Purity ≥98%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₂H₁₄N₂
Molecular Weight 186.25
Synonym(s) None
SMILES CC1=C(N2C=CN=C2)C(C)=CC(C)=C1

Description

N-Mesitylimidazole features a sterically hindered imidazole core appended with a mesityl group, delivering enhanced stability and nucleophilicity. This bench-stable compound serves as a robust catalyst in deprotonation and coupling reactions, particularly effective in C–H functionalization and transition-metal-free transformations.

Application

N-Mesitylimidazole serves as a robust, bench-stable imidazolium salt precursor enabling efficient N-alkylation and C-H activation reactions. Its electron-rich mesityl group enhances nucleophilicity while improving solubility and stability in polar aprotic solvents. Functions effectively as a catalyst or activating agent in cross-coupling and heterocycle synthesis, offering high functional group tolerance and simplified purification due to minimal byproduct formation.

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H315-H319
Precautionary Statements : P264-P280-P302+P352-P362+P364

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Computational Chemistry Data

TPSA 17.82
LogP 2.79756
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

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N-Mesitylimidazole

CAS No. 25364-44-7

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