N,N'-Ethylenedi-p-toluidine

Base Information

• Chemical Name: N,N'-Ethylenedi-p-toluidine
• CAS No.: 4693-68-9
• Molecular Formula: C16H20 N2
• Molecular Weight: 240.348
• European Community (EC) Number: 225-153-2
• DSSTox Substance ID: DTXSID50196987
• Nikkaji Number: J297.892J
• Wikidata: Q83069964
• ChEMBL ID: CHEMBL1443955
• Mol file: 4693-68-9.mol

Synonyms:N,N'-Ethylenedi-p-toluidine;4693-68-9;EINECS 225-153-2;N1,N2-Di-p-tolylethane-1,2-diamine;N,N'-Di-p-tolyl-ethane-1,2-diamine;N,N'-bis(4-methylphenyl)ethane-1,2-diamine;TimTec1_007019;MLS000029431;SCHEMBL2065837;CHEMBL1443955;DTXSID50196987;HMS1553P01;HMS2391D06;STK368256;AKOS000595628;N,N'-Bis(4-methylphenyl)ethylenediamine;SMR000010058;(1r,2r)-N,N'-dimethyldiphenylethylenediamine;4-Methyl-N-{2-[(4-methylphenyl)amino]ethyl}aniline;N1,N2-BIS(4-METHYLPHENYL)ETHANE-1,2-DIAMINE

Chemical Property of N,N'-Ethylenedi-p-toluidine

Chemical Property:

• Boiling Point: 425.1°Cat760mmHg
• Flash Point: 269°C
• PSA: 24.06000
• Density: 1.083g/cm³
• LogP: 3.97340
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 240.162648646
• Heavy Atom Count: 18
• Complexity: 189

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)NCCNC2=CC=C(C=C2)C

Technology Process of N,N'-Ethylenedi-p-toluidine

There total 9 articles about N,N'-Ethylenedi-p-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: 93.0%

1,2-Bis-benzotriazol-1-yl-N,N'-di-p-tolyl-ethane-1,2-diamine (151257-57-7) → N,N'-di-p-tolylethylenediamine (4693-68-9)

Guidance literature:

With sodium tetrahydroborate; In tetrahydrofuran; at 20 ℃;

DOI:10.1021/jo00297a042

Reference yield: 88.0%

p-toluidine (106-49-0,12221-03-3) + ethylene glycol (107-21-1) → 2-[(4-methylphenyl)amino]-ethanol (2933-74-6) + 5-methyl-1H-indole (614-96-0) + 1,4-bis(4-methylphenyl)piperazine (3367-48-4) + N,N'-di-p-tolylethylenediamine (4693-68-9)

Guidance literature:

With palladium on activated charcoal; zinc(II) oxide; In water; at 150 ℃; for 24h; Reagent/catalyst; Temperature; Time; Sealed tube;

DOI:10.1016/j.tet.2017.08.006

Reference yield: 40.0%

1,4-bis(p-tolyl)-1,4-diaza-1,3-butadiene (24764-92-9) → N,N'-di-p-tolylethylenediamine (4693-68-9)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; at -78 - 20 ℃; Inert atmosphere;

DOI:10.1039/c0cc05739h

upstream raw materials:

p-toluidine

ethylene dibromide

1,2-Bis-benzotriazol-1-yl-N,N'-di-p-tolyl-ethane-1,2-diamine

1,4-bis(p-tolyl)-1,4-diaza-1,3-butadiene

Downstream raw materials:

1,2-bis-(N-acetyl-p-toluidino)-ethane

C₁₆H₁₈Br₂N₂

lithium 2-(1,3-di-p-tolyl-1,3,2-diazaphospholidin-2-yl)benzenethiolate

2-chloro-1,3-di-p-tolyl-1,3,2-diazaphospholidine

Refernces

• 1、 Llabres-Campaner, Pedro J.,Ballesteros-Garrido, Rafael,Ballesteros, Rafael,Abarca, Belén. "β-Amino alcohols from anilines and ethylene glycol through heterogeneous Borrowing Hydrogen reaction". supporting information. p. 5552 - 5561. Retrieved 2017/08/22.
• 2、 Day, Gregory S.,Pan, Baofei,Kellenberger, Daniel L.,Foxman, Bruce M.,Thomas, Christine M.. "Guilty as charged: Non-innocent behavior by a pincer ligand featuring a central cationic phosphenium donor". . p. 3634 - 3636. Retrieved 2011/05/02.