1006-07-1

Basic information

• Product Name: N-ethyl-N,N-dimethylanilinium
• CAS NO: 1006-07-1
• Molecular Formula: C₁₀H₁₆N*I
• Molecular Weight: 150.2402
• Mol File: 1006-07-1.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: N-ethyl-N,N-dimethylanilinium(CAS DataBase Reference)
• NIST Chemistry Reference: N-ethyl-N,N-dimethylanilinium(1006-07-1)
• EPA Substance Registry System: N-ethyl-N,N-dimethylanilinium(1006-07-1)

Safety Data

• Hazardous Substances Data: 1006-07-1(Hazardous Substances Data)

Usage

General Description

N-Ethyl-N,N-dimethylanilinium, also known as EtMe2N+ or abbreviated as Et2NMe, is a quaternary ammonium compound commonly used as a phase-transfer catalyst and counterion in organic synthesis. It is a brownish-yellow crystalline solid that is soluble in organic solvents. N-ethyl-N,N-dimethylanilinium is used in various chemical reactions due to its ability to facilitate the transfer of reactants between aqueous and organic phases, allowing for efficient reactions in biphasic systems. It is also used as a stabilizer for certain dyes and in the synthesis of pharmaceuticals and agrochemicals. N-Ethyl-N,N-dimethylanilinium is considered to be a highly versatile and effective chemical in organic chemistry applications.

Upstream product

• 75-03-6 ethyl iodide 
• 121-69-7 N,N-dimethyl-aniline 
• 98-04-4 phenyltrimethylammonium iodide 
• 613-97-8 N-methyl-N-ethylaniline 
• 623-48-3 ethyl iodoacetae 
• 60394-62-9 N-Cyanomethyl-2-ethylanilin 
• 74-88-4 methyl iodide 

Downstream Products

• 121-69-7 N,N-dimethyl-aniline 
• 613-97-8 N-methyl-N-ethylaniline 
• 98-04-4 phenyltrimethylammonium iodide 
• 75-05-8 acetonitrile 
• 100-66-3 methoxybenzene 
• 598-56-1 N,N-dimethyl-ethanamine 
• 71-43-2 benzene 

Relevant articles and documents

Quaternization reaction of aromatic heterocyclic imines in methanol - A case of strong anti-reactivity selectivity principle with isoselective temperature

Accurate second-order rate constants were measured at 5 °C intervals in the temperature range 20-60 °C for the Menshutkin reaction of 1-methylbenzimidazole, 2-amino-1-methylbenzimidazole and N,N-dimethylaniline with iodomethane and iodoethane in methanol. In every case a good linearity in the Eyring plots was observed. Values for the activation enthalpy and entropy are reported. Analysis in terms of Exner's redefinition of the reactivity-selectivity principle (RSP) identified the present reaction series as a case of strong anti-RSP for selectivity towards the substrate. This case is shown to represent an isoselective relationship with the isoselective temperature lower than the experimental temperatures (β(is) = -52 °C). The isokinetic relationship does not hold in the reaction series with a fixed substrate. These findings suggest an early transition state in the Menshutkin reaction of polyfunctional aromatic imines.