37846-06-3

Basic information

• Product Name: 4-ethyl-N-methylaniline
• Synonyms: 4-ETHYL-N-METHYL-BENZENAMINE;Benzenamine, 4-ethyl-N-methyl-
• CAS NO: 37846-06-3
• Molecular Formula: C₉H₁₃N
• Molecular Weight: 135.2062
• Mol File: 37846-06-3.mol
• Article Data: 12

Chemical Properties

• Boiling Point: 220.7°C at 760 mmHg
• Flash Point: 86.5°C
• Density: 0.954g/cm³
• Vapor Pressure: 0.111mmHg at 25°C
• Refractive Index: 1.553
• CAS DataBase Reference: 4-ethyl-N-methylaniline(CAS DataBase Reference)
• NIST Chemistry Reference: 4-ethyl-N-methylaniline(37846-06-3)
• EPA Substance Registry System: 4-ethyl-N-methylaniline(37846-06-3)

Safety Data

• Hazardous Substances Data: 37846-06-3(Hazardous Substances Data)

Upstream product

• 541-41-3 chloroformic acid ethyl ester 
• 589-16-2 4-aminoethylbenzene 
• 50-00-0 formaldehyd 
• 64-18-6 formic acid 
• 99-92-3 p-aminobenzophenone 
• 4150-37-2 N,N-dimethyl-4-ethylaniline 
• 97-93-8 triethylaluminum 
• 67-56-1 methanol 
• 100-41-4 ethylbenzene 
• 25370-97-2 O-(p-toluenesulfonyl)-N-methylhydroxylamine 
• 74-88-4 methyl iodide 

Relevant articles and documents

Iodine-Promoted Metal-Free Cyclization and O/S Exchange of Acrylamides with Thiuram: One-Step Synthesis of Quinolino-2-thiones

A one-step cyclization and O/S exchange reaction of readily available acrylamides in the presence of iodine and thiuram has been developed. The reaction provides an efficient approach for the synthesis of highly important heterocycle quinolino-2-thiones with diverse substitution patterns.

Ruthenium(ii) complexes with N-heterocyclic carbene-phosphine ligands for theN-alkylation of amines with alcohols

Metal hydride complexes are key intermediates forN-alkylation of amines with alcohols by the borrowing hydrogen/hydrogen autotransfer (BH/HA) strategy. Reactivity tuning of metal hydride complexes could adjust the dehydrogenation of alcohols and the hydrogenation of imines. Herein we report ruthenium(ii) complexes with hetero-bidentate N-heterocyclic carbene (NHC)-phosphine ligands, which realize smart pathway selection in theN-alkylated reactionviareactivity tuning of [Ru-H] species by hetero-bidentate ligands. In particular, complex6cbwith a phenyl wingtip group and BArF?counter anion, is shown to be one of the most efficient pre-catalysts for this transformation (temperature is as low as 70 °C, neat conditions and catalyst loading is as low as 0.25 mol%). A large variety of (hetero)aromatic amines and primary alcohols were efficiently converted into mono-N-alkylated amines in good to excellent isolated yields. Notably, aliphatic amines, challenging methanol and diamines could also be transformed into the desired products. Detailed control experiments and density functional theory (DFT) calculations provide insights to understand the mechanism and the smart pathway selectionvia[Ru-H] species in this process.

Room temperature N-heterocyclic carbene manganese catalyzed selective N-alkylation of anilines with alcohols

The first example of room temperature non-noble metal homogeneous system catalyzed selective N-alkylation of anilines with alcohols by a bis-NHC manganese complex is presented. This system was applied to a large range of alcohols and anilines, including biologically relevant motifs and challenging methanol. Experimental and computational studies suggest an outer-sphere mechanism for this NHC-Mn system.