2-Ethyl-N-methylaniline

Base Information

• Chemical Name: 2-Ethyl-N-methylaniline
• CAS No.: 1821-38-1
• Molecular Formula: C9H13N
• Molecular Weight: 135.209
• European Community (EC) Number: 841-126-3
• UNII: Z551WLP66S
• DSSTox Substance ID: DTXSID001027562
• Wikidata: Q27295010
• Mol file: 1821-38-1.mol

Synonyms:2-Ethyl-N-methylaniline;1821-38-1;n-methyl-2-ethylaniline;Benzenamine, 2-ethyl-N-methyl-;Aniline, 2-ethyl-N-methyl-;Z551WLP66S;(2-Ethylphenyl)methylamine;UNII-Z551WLP66S;N-METHYL-O-ETHYLANILINE;SCHEMBL1682034;SCHEMBL10444135;CCYRVFJDASAJTG-UHFFFAOYSA-N;DTXSID001027562;BAA82138;AKOS000258211;EN300-75383;Q27295010;Z335279298

Chemical Property of 2-Ethyl-N-methylaniline

Chemical Property:

• Boiling Point: 218°Cat760mmHg
• Flash Point: 88.9°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: 90.7

Purity/Quality:

N-(2-ethylphenyl)-N-methylamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC1=CC=CC=C1NC

Technology Process of 2-Ethyl-N-methylaniline

There total 17 articles about 2-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: 78.0%

2-[2-(2-methoxyethoxy)ethoxy]ethyl methyl carbonate (160852-85-7) + ortho-ethylaniline (578-54-1) → (2-ethyl-phenyl)-{2-[2-(2-methoxy-ethoxy)-ethoxy]-ethyl}-amine + N,N-dimethyl ortho-ethylaniline (6126-96-1) + N-methyl-2-ethylphenylamine (1821-38-1) + methyl 2-ethylphenylcarbamate (27058-77-1)

Guidance literature:

With ethyltriphenylphosphonium iodide; at 170 ℃; for 1.25h; Further byproducts given;

DOI:10.1021/jo060674d

Reference yield: 76.0%

methanol (67-56-1) + ortho-ethylaniline (578-54-1) → N-methyl-2-ethylphenylamine (1821-38-1)

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: 73.0%

N-allyl-N-methyl-o-chloroaniline (13519-87-4) + triethylaluminum (97-93-8) → 1,3-dimethylindole (875-30-9) + N-methyl-2-ethylphenylamine (1821-38-1)

Guidance literature:

bis(acetylacetonate)nickel(II); triphenylphosphine; In toluene; at 60 - 80 ℃; for 5h;

upstream raw materials:

N-(2-ethylphenyl)formamide

ethene

N-methylaniline

methyl iodide

Downstream raw materials:

acetic acid-(2-ethyl-N-methyl-anilide)

ortho-ethylaniline

1,3-dimethyl-2-phenyl-1H-indole

α-methyl-2-(methylamino)benzenemethanol

Refernces

• 1、 Biswas, Nandita,Srimani, Dipankar. "Ru-Catalyzed Selective Catalytic Methylation and Methylenation Reaction Employing Methanol as the C1 Source". . p. 10544 - 10554. Retrieved 2021/07/31.
• 2、 -. "SILYLATION OF AROMATIC HETEROCYCLES BY EARTH ABUNDANT TRANSITION-METAL-FREE CATALYSTS". Paragraph 0232. . Retrieved 2016/04/26.