N-Ethyl-o-toluidine

Base Information

• Chemical Name: N-Ethyl-o-toluidine
• CAS No.: 94-68-8
• Molecular Formula: C9H13N
• Molecular Weight: 135.209
• Hs Code.: 2921 43 00
• European Community (EC) Number: 202-354-3
• NSC Number: 8888
• DSSTox Substance ID: DTXSID1059107
• Nikkaji Number: J46.548H
• Wikidata: Q63409795
• Mol file: 94-68-8.mol

Synonyms:N-Ethyl-o-toluidine;N-Ethyl-2-methylaniline;94-68-8;2-Ethylaminotoluene;2-(Ethylamino)toluene;Benzenamine, N-ethyl-2-methyl-;o-Methyl-N-ethylaniline;1-(Ethylamino)-2-methylbenzene;o-TOLUIDINE, N-ETHYL-;NSC 8888;EINECS 202-354-3;N-Ethyl-2-aminotoluene;N-ethyl-2-methyl-aniline;N-Ethyl-2-toluidine;NSC8888;N-Ethyl-o-toluidin;MFCD00026695;n-ethyl-ortho-toluidine;N-Ethyl-2-methylbenzenamine;N-Ethyl-o-toluidine, 97%;Aniline, N-ethyl-2-methyl-;SCHEMBL442009;Bencenamina, n-etil-2-metil-;DTXSID1059107;Benzenamine, N -ethyl-2-methyl-;N-Ethyl-N-(2-methylphenyl)amine;NSC-8888;STR05765;AKOS000120362;E0177;FT-0631480;EN300-20364;A845042;Q-201463;Q63409795;F2190-0407;Z104477886;2-(Ethylamino)toluene, N-Ethyl-2-methylaniline, N-Ethyl-2-aminotoluene

Chemical Property of N-Ethyl-o-toluidine

Chemical Property:

• Appearance/Colour: clear yellow to green to brown liquid
• Vapor Pressure: 0.129mmHg at 25°C
• Melting Point: -15ºC
• Refractive Index: 1.546-1.548
• Boiling Point: 218 °C at 760 mmHg
• PKA: pK1:4.92(＋1) (25°C)
• Flash Point: 88.9 °C
• PSA: 12.03000
• Density: 0.954 g/cm³
• LogP: 2.49980
• Storage Temp.: Store below +30°C.
• Solubility.: 1g/l
• Water Solubility.: insoluble
• XLogP3: 2.5
• 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:

99% ^*data from raw suppliers

N-?Ethyl-?o-?toluidine(N-Ethyl-2-methyl-benzenamine) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 23/24/25-36/37/38
• Safety Statements: 45-36/37/39-28A-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCNC1=CC=CC=C1C

Technology Process of N-Ethyl-o-toluidine

There total 37 articles about N-Ethyl-o-toluidine 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: 95.0%

diethyl sulfate (64-67-5) + N-(2-methylphenyl)acetamide (120-66-1) → N-ethyl-2-methylaniline (94-68-8) + N-ethyl-N-(o-tolyl)acetamide (6932-92-9)

Guidance literature:

With hexamethylenetetramine hydrobromide; potassium carbonate; In benzene; at 8 - 10 ℃; for 0.75h;

DOI:10.1080/00397919208021146

Reference yield: 94.0%

N-(2-methylphenyl)acetamide (120-66-1) → N-ethyl-2-methylaniline (94-68-8)

Guidance literature:

With dihydridocarbonyl(1,1,1-tris(diphenylphosphinomethyl)ethane)ruthenium(II) complex; boron trifluoride diethyl etherate; hydrogen; toluene-4-sulfonic acid; In tetrahydrofuran; at 120 ℃; for 16h; under 38002.6 Torr; Glovebox; Autoclave; Inert atmosphere;

DOI:10.1002/cctc.201600635

Reference yield: 94.0%

acetonitrile (75-05-8,26809-02-9) + o-toluidine (95-53-4) → N-ethyl-2-methylaniline (94-68-8)

Guidance literature:

With ammonium formate; palladium on activated charcoal; In water; at 20 ℃; for 1.3h;

DOI:10.1021/ol047580f

upstream raw materials:

1-methyl-2-nitrobenzene

ethylmagnesium bromide

N-ethyl-N-nitroso-o-toluidine

ethyl iodide

Downstream raw materials:

C₂₀H₁₇Cl₂N₃O₂

N-Ethyl-N-o-tolylharnstoff

N,N'-diethyl-N,N'-di-o-tolyl-urea

ethyl-o-tolyl-carbamoyl chloride

Refernces

• 1、 Papa, Veronica,Cabrero-Antonino, Jose R.,Spannenberg, Anke,Junge, Kathrin,Beller, Matthias. "Homogeneous cobalt-catalyzed deoxygenative hydrogenation of amides to amines". . p. 6116 - 6128. Retrieved 2020/11/03.
• 2、 Benitez-Medina, G. Eliad,García, Juventino J.. "Hydrogenation and: N-Alkylation of anilines and imines via transfer hydrogenation with homogeneous nickel compounds". supporting information. p. 17579 - 17587. Retrieved 2019/12/23.