613-97-8

Basic information

• Product Name: N-ETHYL-N-METHYLANILINE
• Synonyms: N-ETHYL-N-METHYLANILINE;(C2H5)N(CH3)-C6H5;Aniline, N-ethyl-N-methyl-;Benzenamine, N-ethyl-N-methyl-;Ethylmethylaniline;Methylethyl aniline;n-ethyl-n-methyl-benzenamin;N-Ethyl-N-methylbenzenamine
• CAS NO: 613-97-8
• Molecular Formula: C₉H₁₃N
• Molecular Weight: 135.21
• EINECS: 210-364-4
• Mol File: 613-97-8.mol
• Article Data: 89

Chemical Properties

• Melting Point: -6.87°C (estimate)
• Boiling Point: 204.05°C
• Flash Point: 74.4 °C
• Appearance: /
• Density: 0.947 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.27mmHg at 25°C
• Refractive Index: 1.5152 (estimate)
• Storage Temp.: 2-8°C
• PKA: 5.96±0.20(Predicted)
• CAS DataBase Reference: N-ETHYL-N-METHYLANILINE(CAS DataBase Reference)
• NIST Chemistry Reference: N-ETHYL-N-METHYLANILINE(613-97-8)
• EPA Substance Registry System: N-ETHYL-N-METHYLANILINE(613-97-8)

Safety Data

• Hazard Codes: T
• Statements: 23/24/25
• Safety Statements: 26-36/37/39-45
• Hazardous Substances Data: 613-97-8(Hazardous Substances Data)

Usage

InChI:InChI=1/C9H13N/c1-3-10(2)9-7-5-4-6-8-9/h4-8H,3H2,1-2H3

Upstream product

• 139-02-6 sodium phenoxide 
• 1006-07-1 N-ethyl-N,N-dimethylanilinium iodide 
• 151-50-8 potassium cyanide 
• 67-56-1 methanol 
• 103-69-5 N-ethyl-N-phenylamine 
• 50-00-0 formaldehyd 
• 80-48-8 methyl p-toluene sulfonate 
• 77-78-1 dimethyl sulfate 
• 74-88-4 methyl iodide 
• 74-96-4 ethyl bromide 
• 100-61-8 N-methylaniline 
• 74-85-1 ethene 
• 2942-57-6 diethyl N,N-dimethylcarbamoylphosphonate 
• 917-64-6 methyl magnesium iodide 

Downstream Products

• 120-72-9 indole 
• 825-19-4 N-methyl-N-ethylaniline N-oxide 
• 36479-98-8 N-ethyl-N-methyl-4-nitrosoaniline 
• 67274-54-8 4-bromo-N-methyl-N-ethylaniline 
• 860532-61-2 N-ethyl-4-arsenoso-N-methyl-aniline 
• 103-70-8 Formanilid 
• 860683-76-7 2-[4-(ethyl-methyl-amino)-phenylsulfanyl]-benzoic acid benzenesulfonylamide 
• 1007-67-6 diethylmethylphenylammonium iodide 
• 25458-37-1 (+/-)-N-ethyl-N-benzyl-N-methyl-anilinium; iodide 
• 82769-47-9 N-ethyl-N-(methoxymethyl)aniline 
• 64254-25-7 N-[(tert-butyldioxy)methyl]-N-ethylaniline 
• 945-81-3 N-nitroso N-ethyl-N-(4-nitroaniline) 

Relevant articles and documents

Visible-Light-Driven Stereoselective Annulation of Alkyl Anilines and Dibenzoylethylenes via Electron Donor-Acceptor Complexes

A catalyst-free, stereoselective visible-light-driven annulation reaction between alkenes and N,N-substituted dialkyl anilines for the synthesis of substituted tetrahydroquinolines is presented. The reaction is driven by the photoexcitation of an electron donor-acceptor (EDA) complex, and the resulting products are obtained in good to high yields with complete diastereoselectivity. Mechanistic rationale and photochemical characterization of the EDA-complex are provided.

Fe(III)-catalyzed Oxidative Povarov Reaction with Molecular Oxygen Oxidant

The synthesis of tetrahydroquinoline derivatives from dimethyl anilines and enamides has been developed by Fe(III)-phenanthroline complex under aerobic condition. The oxidation of tertiary anilines involving a single electron transfer of Fe(phen)3(PF6)3 afforded the iminium ion intermediate, which reacted with electron-rich alkenes to build a six-membered N-heterocycles containing quaternary carbon center via the oxidative Povarov reaction process.

Dirhodium-Catalyzed Chemo-and Site-Selective C-H Amidation of N, N-Dialkylanilines

A method for dirhodium-catalyzed C(sp 3)-H amidation of N, N-dimethylanilines was developed. Chemoselective C(sp 3)-H amidation of N-methyl group proceeded exclusively in the presence of C(sp 2)-H bonds of the electron-rich aromatic ring. Site-selective C(sp 3)-H amidation proceeded exclusively at the N-methyl group of N-methyl-N-Alkylaniline derivatives with secondary, tertiary, and benzylic C(sp 3)-H bonds α to a nitrogen atom.