4693-68-9

Basic information

• Product Name: N,N'-ethylenedi-p-toluidine
• Synonyms: N,N'-ethylenedi-p-toluidine;N,N'-Bis(4-methylphenyl)-1,2-ethanediamine;N,N'-Bis(4-methylphenyl)ethylenediamine;Einecs 225-153-2
• CAS NO: 4693-68-9
• Molecular Formula: C₁₆H₂₀N₂
• Molecular Weight: 240.3434
• EINECS: 225-153-2
• Mol File: 4693-68-9.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 425.1°Cat760mmHg
• Flash Point: 269°C
• Appearance: /
• Density: 1.083g/cm³
• CAS DataBase Reference: N,N'-ethylenedi-p-toluidine(CAS DataBase Reference)
• NIST Chemistry Reference: N,N'-ethylenedi-p-toluidine(4693-68-9)
• EPA Substance Registry System: N,N'-ethylenedi-p-toluidine(4693-68-9)

Safety Data

• Hazardous Substances Data: 4693-68-9(Hazardous Substances Data)

Upstream product

• 106-49-0 p-toluidine 
• 106-93-4 ethylene dibromide 
• 151257-57-7 1,2-Bis-benzotriazol-1-yl-N,N'-di-p-tolyl-ethane-1,2-diamine 
• 24764-92-9 1,4-bis(p-tolyl)-1,4-diaza-1,3-butadiene 
• 624-31-7 4-tolyl iodide 
• 107-15-3 ethylenediamine 
• 107-21-1 ethylene glycol 

Downstream Products

• 5584-36-1 1,3-di-4-tolylimidazolidin-2-one 
• 14068-24-7 1,3-para-dimethylphenylimidazolidine 
• 101587-54-6 N-(2-p-toluidino-ethyl)-N-p-tolyl-formamide 
• 99712-09-1 1,2-bis-(N-acetyl-p-toluidino)-ethane 
• 69859-84-3 1,3-di-p-tolyl-4,5-dihydro-imidazolium; chloride 
• 1250265-02-1 2,5-di(p-tolyl)-1,2,5-thiadiazolidine-1-oxide 
• 1286775-90-3 C₁₆H₁₈Br₂N₂ 

Relevant articles and documents

Straight Access to Indoles from Anilines and Ethylene Glycol by Heterogeneous Acceptorless Dehydrogenative Condensation

The development of original strategies for the preparation of indole derivatives is a major goal in drug design. Herein, we report the first straight access to indoles from anilines and ethylene glycol by heterogeneous catalysis, based on an acceptorless dehydrogenative condensation, under noninert conditions. In order to achieve high selectivity, a combination of Pt/Al2O3 and ZnO have been found to slowly dehydrogenate ethylene glycol generating, after condensation with the amine and tautomeric equilibrium, the corresponding pyrrole-ring unsubstituted indoles.

Reaction of 1,2-difunctionalized ethanes with aryl iodides in copper-catalyzed cross-coupling: Application to synthesis of phenols

A series of 1,2-difunctionalized ethanes, such as ethylene glycol, 2-aminoethanol, 1,2-diaminoethane, 2-dimethylaminoethanol N',N'-dimethylethane-1,2-diamine, were investigated to test the reactivity with aryl iodides in the presence of copper catalysts. Under the reaction conditions, they produce the various Cheteroatom cross-coupled products. Interestingly, ethylene glycol and 2-dimethylaminoethanol afforded mainly the phenolic compounds while the others produced different cross-coupled products. Although ethylene glycol and 2-dimethylaminoethanol resulted in the same product, their behaviors in the reaction were quite different: ethylene glycol appears to mostly act as the ligand and 2-dimethylaminoethanol appears to serve as both the ligand and reactant. This finding led to a copper-catalyzed synthesis of phenols using either ethylene glycol or 2-dimethylaminoethanol, which can be applied to a variety of aryl iodides, providing an alternative synthetic route to phenols.

Thiadiazolidine 1-oxide systems for phosphine-free palladium-mediated catalysis

We herein report several highly active catalyst systems with thiadiazolidine 1-oxides as ligands for palladium in the Mizoroki-Heck reaction. Excellent yields of stilbenes derived from aryl iodides and bromides have been achieved using as little as 0.00002 mol % catalyst. The ligand/palladium system can be stored as a stock solution open to air at room temperature with no observable loss of activity for a period of several months.