4-Ethyl-n-methylaniline

Base Information

• Chemical Name: 4-Ethyl-n-methylaniline
• CAS No.: 37846-06-3
• Molecular Formula: C9H13N
• Molecular Weight: 135.209
• European Community (EC) Number: 829-660-5
• DSSTox Substance ID: DTXSID50191275
• Nikkaji Number: J2.798.355C
• Wikidata: Q83063795
• Mol file: 37846-06-3.mol

Synonyms:4-ethyl-n-methylaniline;37846-06-3;Aniline, 4-ethyl-N-methyl-;Benzenamine,4-ethyl-N-methyl-;N-Methyl-4-ethylaniline;N-Methyl-4-ethylbenzeneamine;SCHEMBL2720527;DTXSID50191275;AKOS000259983;CS-0252182;EN300-59270

Chemical Property of 4-Ethyl-n-methylaniline

Chemical Property:

• Vapor Pressure: 0.111mmHg at 25°C
• Boiling Point: 220.7°Cat760mmHg
• Flash Point: 86.5°C
• PSA: 12.03000
• Density: 0.954g/cm³
• LogP: 2.36370
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 135.104799419
• Heavy Atom Count: 10
• Complexity: 82.7

Purity/Quality:

99% ^*data from raw suppliers

4-Ethyl-N-methylaniline 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC1=CC=C(C=C1)NC

Technology Process of 4-Ethyl-n-methylaniline

There total 12 articles about 4-Ethyl-n-methylaniline which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 88.0%

methanol (67-56-1) + 4-aminoethylbenzene (589-16-2) → N-Methyl-4-ethylaniline (37846-06-3)

Guidance literature:

With potassium tert-butylate; C₃₈H₃₇ClN₂PRu⁽¹⁺⁾*C₃₂H₁₂BF₂₄^(1-); In neat (no solvent); at 110 ℃; for 12h; Sealed tube; Inert atmosphere; Schlenk technique; Green chemistry;

DOI:10.1039/d1ob00362c

Reference yield: 83.0%

N,N-dimethyl-4-ethylaniline (4150-37-2) → N-Methyl-4-ethylaniline (37846-06-3)

Guidance literature:

N,N-dimethyl-4-ethylaniline; With tert.-butylhydroperoxide; In toluene; for 0.0333333h; Inert atmosphere;

With triethylamine; In toluene; at 110 ℃; for 3h; Inert atmosphere;

DOI:10.1007/s12039-016-1152-7

Reference yield: 60.0%

N,N-dimethyl-4-ethylaniline (4150-37-2) → N-Methyl-4-ethylaniline (37846-06-3) + 4-ethyl-N-methylphenylformamide

Guidance literature:

With sodium tetrafluoroborate; [Cu(salicylate)₂(NCMe)]₂; tetrabutyl-ammonium chloride; oxygen; In acetonitrile; at 40 ℃; Schlenk technique;

DOI:10.1002/cctc.201901962

upstream raw materials:

chloroformic acid ethyl ester

4-aminoethylbenzene

formaldehyd

formic acid

Refernces

• 1、 Huang, Ming,Li, Yinwu,Lan, Xiao-Bing,Liu, Jiahao,Zhao, Cunyuan,Liu, Yan,Ke, Zhuofeng. "Ruthenium(ii) complexes with N-heterocyclic carbene-phosphine ligands for theN-alkylation of amines with alcohols". supporting information. p. 3451 - 3461. Retrieved 2021/05/03.
• 2、 Liu, Yuxia,Yan, Yonggang,Xue, Dong,Wang, Zhongfu,Xiao, Jianliang,Wang, Chao. "Highly Efficient Binuclear Copper-catalyzed Oxidation of N,N-Dimethylanilines with O2". . p. 2221 - 2225. Retrieved 2020/03/23.