4169-62-4

Usage

Derivative of ethylenediamine

Yes

Explanation

1,2-Ethanediamine, N,N'-dibutyl-1,2-diphenylis derived from ethylenediamine, which is a simple organic compound containing two amine groups (-NH2).

Explanation

The nitrogen atoms in the ethylenediamine molecule are substituted with two butyl (C4H9) and two phenyl (C6H5) groups, resulting in the compound's unique structure.

Explanation

The compound is used to cure epoxy resins, which are thermosetting polymers. Curing is the process of hardening the resin by cross-linking its polymer chains.

Explanation

It is also used as a hardener in the production of polyurethane foams, which are versatile materials used in various applications, such as insulation, cushioning, and upholstery.

Explanation

The compound is utilized in the synthesis of various pharmaceuticals and agrochemicals, which are chemicals used in the medical and agricultural industries, respectively.

Explanation

In addition to its primary applications, 1,2-Ethanediamine, N,N'-dibutyl-1,2-diphenylis also used in the production of adhesives, coatings, and specialty polymers, which are materials with unique properties tailored for specific applications.

Attached groups

Two butyl and two phenyl groups

Use as a curing agent

Epoxy resins

Use as a hardener

Polyurethane foams

Applications

Pharmaceutical and agrochemical synthesis

Other uses

Adhesives, coatings, and specialty polymers

Upstream product

• 57527-55-6 (E)-N-benzylidenebutan-1-amine 
• 920-39-8 isopropylmagnesium bromide 
• 1077-18-5 N-benzylidenebutan-1-amine 
• 2782-40-3 N-butylbenzamide 
• 100-52-7 benzaldehyde 
• 109-73-9 N-butylamine 
• 108-94-1 cyclohexanone 

Relevant academic research and scientific papers

Direct reductive coupling of secondary amides: Chemoselective formation of vicinal diamines and vicinal amino alcohols

We report the first one-pot reductive homocoupling reaction of secondary amides and cross-coupling reaction of secondary amides with ketones to give secondary vicinal diamines and amino alcohols. This method relies on the direct generation of α-amino carb

Reductive amination with zinc powder in aqueous media

Zinc powder in aqueous alkaline media was employed to perform reductive amination of aldehydes with primary amines. The corresponding secondary amines were obtained in good yields along with minor amounts of hydrodimerization byproducts. The protocol is a green alternative to the use of complex hydrides in chlorinated or highly flammable solvents.

Homocoupling of aldimines mediated by zirconocene: Synthesis of vicinal diamines and imidazolidines

The reductive coupling of imines in the presence of the lanthanide-originated zirconocene equivalent allows the synthesis of vicinal diamines or imidazolidines under mild conditions in good yields with high diastereoselectivity.

Reduction and reductive coupling of imines by Sm(II)-based reagents

The reductive coupling of aldimines and ketimines by a series of Sm(II)-based reagents (SmI2, SmI2-HMPA, SmBr2, Sm{N[Si(CH3)3]2}2, and SmI 2/triethylamine/water) were examined. In general, aldimines and ketimines were efficiently reduced or coupled using reductants that are more powerful than SmI2, and the use of Sm{N[Si(CH3) 3]2}2 led to higher diastereoselectivities in reductive coupling reactions. Surprisingly, only the combination of SmI 2/triethylamine/water was capable of reducing and coupling para-substituted benzaldimines and coupling ketimines.

Samarium diiodide/nickel diiodide an efficient system for homo and heterocoupling reactions of imines

Samarium diiodide in the presence of a catalytic amount of nickel diiodide mediates a very fast dimerization of imines into vicinal diamines and the mixed coupling of imines and ketones to give β-amino alcohols.

Stereoselective pinacol coupling of planar chiral (benzaldehyde)Cr(Co)3, (benzaldimine)Cr(CO)3, ferrocenecarboxaldehyde and (dienal)Fe(CO)3 complexes with samarium diiodide

An intermolecular pinacol coupling of the Planar chiral tricarbonylchromium complexes of o-substituted benzaldehydes or benzaldimines with samarium(II) diiodide in THF produces exclusively threo 1.2-diols or 1,2-diamines in an optically pure form, while the corresponding racemic o- substituted benzaldehyde or benzaldimine chromium complexes give a mixture of threo and erythro pinacol coupling products in a various ratio depending upon the nature of o-substituent. Similarly, planar chiral 2-substituted ferrocenecarboxaldehydes and (dienal)Fe(CO)3 produce the corresponding 1.2- diols with high stereoselectivity. The generated transition metal-complexed ketyl radical intermediates are configurationally stable with restriction to a rotation about C(α)-C(ipso) bond.

Reductive coupling of aldimines mediated with samarium catalyzed by Cp2TiCl2

Reductive coupling of aldimines into vicinal diamines mediated with samarium catalyzed by Cp2TiCl2 proceeds in refluxing THF with good yields.

Synthesis of Enantiomerically Pure 1,2-Diamines by Reductive Coupling of Tricarbony(benzaldimine)chromium Complexes

Enantiomerically pure 1,2-diamines are prepared by intermolecular pinacol coupling of planar chiral (benzaldimine)Cr(CO)3 complexes with samarium(II) diiodide.