Published in

Springer, Journal of Molecular Modeling, 9(20), 2014

DOI: 10.1007/s00894-014-2353-y

Links

Tools

Export citation

Search in Google Scholar

The mechanism of Menshutkin reaction in gas and solvent phases from the perspective of reaction electronic flux

This paper is available in a repository.
This paper is available in a repository.

Full text: Download

Green circle
Preprint: archiving allowed
Orange circle
Postprint: archiving restricted
Red circle
Published version: archiving forbidden
Data provided by SHERPA/RoMEO

Abstract

The mechanism of Menshutkin reaction, NH3 + CH3Cl = [CH3-NH3]+ + Cl-, has been thoroughly studied in both gas and solvent (H2O and cyclohexane) phase. It has been found that solvents favor the reaction, both thermodynamically and kinetically. The electronic activity that drives the mechanism of the reaction was identified, fully characterized, and associated to specific chemical events, bond forming/breaking processes, by means of the reaction electronic flux. This led to a complete picture of the reaction mechanism that was independently confirmed by natural bond-order analysis and the dual descriptor for chemical reactivity and selectivity along the reaction path.