N-Ethyl-m-toluidine

Base Information

• Chemical Name: N-Ethyl-m-toluidine
• CAS No.: 102-27-2
• Molecular Formula: C9H13N
• Molecular Weight: 135.209
• Hs Code.: 2921.43 DERIVATION
• European Community (EC) Number: 203-019-4
• NSC Number: 8624
• UN Number: 2754
• UNII: 12K193MTCR
• DSSTox Substance ID: DTXSID4021848
• Nikkaji Number: J47.802D
• Wikidata: Q27251419
• ChEMBL ID: CHEMBL3182610
• Mol file: 102-27-2.mol

Synonyms:N-Ethyl-m-toluidine;N-ETHYL-3-METHYLANILINE;102-27-2;Benzenamine, N-ethyl-3-methyl-;m-Toluidine, N-ethyl-;m-Methyl-N-ethylaniline;N-Ethyl-3-methylbenzenamine;Toluene, 3-(ethylamino)-;N-Ethyl-meta-toluidine;N-ethyl-3-methyl-aniline;NSC 8624;UNII-12K193MTCR;3-(Ethylamino)toluene;HSDB 5347;N-Ethyl-3-aminotoluene;EINECS 203-019-4;BRN 0742170;12K193MTCR;DTXSID4021848;N-Ethyl-N-(3-methylphenyl)amine;NSC-8624;MFCD00009027;4-12-00-01816 (Beilstein Handbook Reference);DTXCID101848;n-ethyl-m-toluidin;CAS-102-27-2;NSC8624;Benzenamine, N -ethyl-3-methyl-;N-thyl-m-toluidine;ethyl-m-tolyl-amine;Enamine_000742;SCHEMBL632292;3-METHYL-N-ETHYLANILINE;CHEMBL3182610;HMS1396B16;STR05740;Tox21_201647;Tox21_300513;N-ETHYL(3-METHYLPHENYL)AMINE;STL183277;AKOS000223157;N-ETHYL-3-METHYLANILINE [HSDB];NCGC00248080-01;NCGC00248080-02;NCGC00254506-01;NCGC00259196-01;LS-28326;N-Ethyl-m-toluidine, >=98.0% (GC);E0178;FT-0656259;EN300-33067;A800553;W-108878;Q27251419;Z56785946;F2190-0408

Chemical Property of N-Ethyl-m-toluidine

Chemical Property:

• Appearance/Colour: clear yellowish to brown liquid
• Vapor Pressure: 0.094mmHg at 25°C
• Melting Point: 9oC
• Refractive Index: n20/D 1.546(lit.)
• Boiling Point: 223.87 °C at 760 mmHg
• PKA: 5.27±0.25(Predicted)
• Flash Point: 89.444 °C
• PSA: 12.03000
• Density: 0.954 g/cm³
• LogP: 2.49980
• Solubility.: soluble in Alcohol,Ether
• Water Solubility.: 1131 mg/L (20 ºC)
• XLogP3: 3
• 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
• Transport DOT Label: Poison

Purity/Quality:

99% ^*data from raw suppliers

N-Ethyl-m-toluidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 23/24/25-36/37/38-52/53
• Safety Statements: 26-36/37/39-45-61-28A

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Amines, Aromatic
• Canonical SMILES: CCNC1=CC=CC(=C1)C
• Uses: Chemical intermediate.

Technology Process of N-Ethyl-m-toluidine

There total 22 articles about N-Ethyl-m-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: 100.0%

1-amino-3-methylbenzene (108-44-1) + acetonitrile (75-05-8,26809-02-9) → N-ethyl-m-toulidine (102-27-2) + N,N-diethyl-m-toluidine (91-67-8)

Guidance literature:

With ammonium formate; palladium on activated charcoal; In water; at 20 ℃; for 0.8h;

DOI:10.1021/ol047580f

Reference yield: 85.0%

1-methyl-3-nitrobenzene (99-08-1) + acetonitrile (75-05-8,26809-02-9) → N-ethyl-m-toulidine (102-27-2) + N,N-diethyl-m-toluidine (91-67-8)

Guidance literature:

With ammonium formate; palladium on activated charcoal; In water; at 20 ℃; for 1.4h;

DOI:10.1021/ol047580f

Reference yield: 82.0%

3-Methylacetanilide (537-92-8) → ethanol (64-17-5) + 1-amino-3-methylbenzene (108-44-1) + N-ethyl-m-toulidine (102-27-2)

Guidance literature:

With tris(2,4-pentanedionato)ruthenium(III); ytterbium(III) trifluoromethanesulfonate nonohydrate; hydrogen; [2-((diphenylphospino)methyl)-2-methyl-1,3-propanediyl]bis[diphenylphosphine]; In tetrahydrofuran; at 150 ℃; for 15h; under 3750.38 Torr; Autoclave;

DOI:10.1039/c5sc04671h

upstream raw materials:

ethanol

m-toluidine hydrochloride

orthoformic acid triethyl ester

1-amino-3-methylbenzene

Downstream raw materials:

N-ethyl-N-(2-hydroxyethyl)-3-methylaniline

N₁-ethyl-N₁-(3-methylphenyl)-1,2-ethanediamine

N-(N-ethyl-m-toluidinomethyl)-phthalimide

1-ethyl-1-m-tolyl-biguanide

Refernces

• 1、 Zhao, Chenxi,Tang, Chu,Li, Changhao,Ning, Wentao,Hu, Zhiye,Xin, Lilan,Zhou, Hai-Bing,Huang, Jian. "Novel hybrid conjugates with dual estrogen receptor α degradation and histone deacetylase inhibitory activities for breast cancer therapy". . . Retrieved 2021/05/10.
• 2、 Pan, Yixiao,Luo, Zhenli,Xu, Xin,Zhao, Haoqiang,Han, Jiahong,Xu, Lijin,Fan, Qinghua,Xiao, Jianliang. "Ru-Catalyzed Deoxygenative Transfer Hydrogenation of Amides to Amines with Formic Acid/Triethylamine". supporting information. p. 3800 - 3806. Retrieved 2019/07/12.