3154-18-5

Basic information

• Product Name: Benzenamine, 4-ethoxy-N-methyl-
• CAS NO: 3154-18-5
• Molecular Formula: C9H13NO
• Molecular Weight: 151.208
• Mol File: 3154-18-5.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: Benzenamine, 4-ethoxy-N-methyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenamine, 4-ethoxy-N-methyl-(3154-18-5)
• EPA Substance Registry System: Benzenamine, 4-ethoxy-N-methyl-(3154-18-5)

Safety Data

• Hazardous Substances Data: 3154-18-5(Hazardous Substances Data)

Usage

General Description

Benzenamine, 4-ethoxy-N-methyl- is an organic compound with the molecular formula C9H13NO. It is also known as 4-ethoxy-N-methylaniline. This chemical is a pale yellow to light brown liquid with a faint amine odor. Benzenamine, 4-ethoxy-N-methyl- is commonly used as an intermediate in the production of dyes, pharmaceuticals, and other organic compounds. It is also used as an intermediate in the synthesis of pesticides, fungicides, and chemical intermediates. Due to its potential health hazards, it is important to handle this chemical with care and use appropriate safety measures when working with it.

Upstream product

• 1864-93-3 N,N-dimethyl-p-phenetidine 
• 536-74-3 phenylacetylene 
• 796-99-6 6-ethoxy-3-(4-ethoxy-phenyl)-3,4-dihydro-quinazoline 
• 64-19-7 acetic acid 
• 103-73-1 Phenetole 
• 83013-75-6 (4-ethoxy-phenyl)-carbamic acid benzyl ester 
• 67-56-1 methanol 
• 156-43-4 4-Ethoxyaniline 
• 1314977-96-2 C₉H₁₁NO 
• 84-66-2 Diethyl phthalate 
• 83013-76-7 N-benzyloxycarbonyl-N-methyl-p-phenetidine 
• 61587-14-2 N-(4-ethoxyphenyl)formamide 
• 124-41-4 sodium methylate 
• 74-88-4 methyl iodide 

Downstream Products

• 1010-68-0 1,3-dimethyl-5-hydroxyoxindole 
• 83013-77-8 6-ethoxy-4-hydroxy-1-methyl-2-integriquinolone 
• 1244616-34-9 C₂₀H₂₃NO₄ 
• 1244616-32-7 C₁₄H₁₉NO₄ 
• 159652-56-9 (+)-(3aR)-N¹-benzylnoreseroline phenylcarbamate 
• 164455-08-7 (+)-(3aR)-N¹-benzylnoreseromethole 
• 116707-99-4 1,3-dimethyl-5-methoxyindolin-2-one 
• 153880-70-7 2-bromo-N-(4-ethoxy-phenyl)-N-methyl-propionamide 
• 83013-84-7 3-(N-methyl-p-phenetidino)propionic acid 
• 55239-89-9 C₁₀H₁₂ClNO₂ 
• 29175-25-5 2-(N-methyl-p-phenetidino)-ethanol 

Relevant articles and documents

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.

N -Methylation of ortho -substituted aromatic amines with methanol catalyzed by 2-arylbenzo [d] oxazole NHC-Ir(iii) complexes

Seven new chelated cyclometalated Ir complexes of ABON,P, ABON,O, and ABON,C(carbene) based on a rigid and tunable 2-arylbenzo[d]oxazole backbone have been prepared for the N-methylation of amines. Among these three coordinated modes, ABON,C(carbene)-chelated iridium-based catalysts exhibited good performance in the monomethylation of aromatic amines with methanol (MeOH) as the green methylation reagent. The steric-modified synthesis of ABON,C(carbene) complexes was described. The most active ABON,C(carbene) complex with marginal steric hindrance as a catalyst was obtained from the benzoxazole ring without a substituent and methyl group of the benzimidazole ring on the N-heterocyclic carbene (NHC) ligand. A variety of amines including para- and meta-substituted aromatic amines, as well as heterocyclic amines, were formulated as suitable substrates. Importantly, this catalyst considerably promoted the yield of the N-methylation of ortho-substituted aromatic amines. Controlled kinetic experiments and deuterium-labeling reactions of these ortho-substituted amines were conducted under optimized conditions. On the basis of the experimental results, a plausible mechanism was proposed.

Synthesis of N-alkylamino benzene-alkyl ether and application thereof

The invention discloses synthesis of N-alkylamino benzene-alkyl ether. The N-alkylamino benzene-alkyl ether is prepared by performing hydrogenation reduction and alkylation on the nitryl benzene-alkylether, and can be directly prepared from the amino benzene-alkyl ether. The invention further discloses application of the N-alkylamino benzene-alkyl ether as the gasoline additive, specifically thegasoline antiknock agent. An Octane value of the gasoline can be obviously improved when the 0.1-5.0% of the gasoline antiknock agent is added in the gasoline, and the knocking produced by the combustion of the gasoline in an engine is reduced.