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

• 147227-52-9 N-Benzotriazol-1-ylmethyl-N-phenyl-acetamide 
• 5461-49-4 N-ethylformanilide 
• 75-03-6 ethyl iodide 
• 62-53-3 aniline 
• 74-88-4 methyl iodide 
• 100-61-8 N-methylaniline 
• 149-73-5 trimethyl orthoformate 
• 100569-75-3 ethylmethylphenylsulfonium perchlorate 
• 122-51-0 orthoformic acid triethyl ester 
• 112780-12-8 Acetic acid (acetyl-phenyl-amino)-methyl ester 
• 103-69-5 N-ethyl-N-phenylamine 
• 5293-94-7 bis(chloromethyl)mercury 
• 4460-50-8 Dipotassium benzophenone dianion 
• 368-39-8 triethyloxonium fluoroborate 

Downstream Products

• 772-94-1 N-ethyl-N-methylaniline*BF₃ 
• 82862-49-5 N-ethyl-N-methylaniline*BFCl₂ 
• 82862-48-4 N-ethyl-N-methylaniline*BF₂Cl 
• 82862-50-8 N-ethyl-N-methylaniline*BF₂Br 
• 82862-51-9 N-ethyl-N-methylaniline*BFBr₂ 
• 16728-93-1 2-[ethyl(phenyl)amino]acetonitrile 
• 94-34-8 N-(2-cyanoethyl)-N-methylaniline 

Relevant articles and documents

CO2-tuned highly selective reduction of formamides to the corresponding methylamines

We herein describe an efficient, CO2-tuned and highly selective C-O bond cleavage of N-methylated formanilides. With easy-to-handle and commercially available NaBH4 as the reductant, a variety of formanilides could be turned into the desired tertiary amines in moderate to excellent yields. The role of CO2 has been investigated in detail, and the mechanism is proposed on the basis of experiments.

Photochemical Reaction of N,N-Dimethylanilines with N-Substituted Maleimides Utilizing Benzaldehyde as the Photoinitiator

Photoorganocatalysis constitutes a powerful domain of photochemistry and organic synthesis. The scaffold of pyrrolo[3,4-c]quinolinoles exhibits interesting and potent inhibition against various enzymes, making them really promising pharmaceutical targets. Herein, we describe a photochemical methodology for the reaction of N,N-dimethylanilines with N-substituted maleimides, utilizing benzaldehyde as the photoinitiator. A variety of substituted N,N-dimethylanilines and N-substituted maleimides were converted into the corresponding adducts in moderate to high yields.

Visible light-induced N-methyl activation of unsymmetric tertiary amines

In the presence of methylene group, selective N-methyl activation of tertiary amines has been accomplished with the aid of visible light using organic photocatalyst under air. This protocol explores numerous aliphatic and aromatic substituted tetra-hydroquinoline analogues from various tertiary amines and maleimides. Furthermore, this approach was applied to activate the methyl group of N-methyl carbazole to generate the biologically active molecule.