Ethylenediamine; Ethylene diamine;EDA;CAS NO:107-15-3 ; 1,2-Diaminoethane, 1,2-Ethanediamine; 1,2-Ethylenediamine; 1,2-Diaminoethane; EDA; Ethane-1,2-diamine; Aethaldiamin; Aethylenediamin; 1,2-diaminoaethan; 1,2-Diamino-ethaan; 1, 2-Diamino-Ethano; Dimethylenediamine; Ethyleendiamine; Ethylene-diamine; β-Aminoethylamine; CAS NO:107-15-3 

 

1,2-этандиамин, также известный как EDA или эдамин, относится к классу органических соединений, известных как моноалкиламины. 1,2-Этандиамин существует в виде жидкого, растворимого (в воде) и очень сильного основного соединения (на основе его pKa).

Ethane-1,2-diamine, Ethylenediamine (EDA); IUPAC name of substance: 1,2-Diaminoethane; synonyms and trade name: 1,2-ethanediamine, dimethylenediamine, beta-aminoethylamine, ethylenediamine (CAS: 107-15-3)

 (EC: 203-468-6); ethylenediamine;EDA; Ethane-1,2-diamine; 1,2-Ethanediamine; Cas no:107-15-3; 1,2-Diaminoethane; Ethylene diamine; Ethylendiamine; edamine; Dimethylenediamine; 1,2-Ethylenediamine

1, 2-Ethanediamine, also known as en or edamine, belongs to the class of organic compounds known as monoalkylamines. These are organic compounds containing an primary aliphatic amine group. 1, 2-Ethanediamine exists as a liquid, soluble (in water), and a very strong basic compound (based on its pKa). 1, 2-Ethanediamine has been found in human liver and kidney tissues, and has also been detected in multiple biofluids, such as urine and blood. Within the cell, 1, 2-ethanediamine is primarily located in the cytoplasm. 1, 2-Ethanediamine participates in a number of enzymatic reactions. In particular, 1, 2-ethanediamine can be biosynthesized from ethane. 1, 2-Ethanediamine is also a parent compound for other transformation products, including but not limited to, ethylenebis(dithiocarbamic acid), ethylenediamine dihydrochloride, and ethylenediamine derivative.

Ethylenediamine (EDA - EDA)   - (1,2-diaminoethane) is the lowest molecular weight homologue of ethyleneamines. It contains two primary amino groups and forms an azeotropic mixture with water with a maximum boiling point.

Ethylenediamine (abbreviated as en when a ligand) is the organic compound with the formula C2H4(NH2)2. This colorless liquid with an ammonia-like odor is a strongly basic amine. 

It is a widely used building block in chemical synthesis, with approximately 500,000 tonnes produced in 1998. Ethylenediamine readily reacts with moisture in humid air to produce

 a corrosive, toxic and irritating mist, to which even short exposures can cause serious damage to health (see safety). Ethylenediamine is the first member of the so-called polyethylene

 amines.

Ethylenediamine is produced industrially by treating 1,2-dichloroethane with ammonia under pressure at 180 °C in an aqueous medium.

Ethylenediamine is used in large quantities for production of many industrial chemicals. It forms derivatives with carboxylic acids (including fatty acids), nitriles, alcohols (at elevated temperatures), alkylating agents, carbon disulfide, and aldehydes and ketones. Because of its bifunctional nature, having two amines, it readily forms heterocycles such as imidazolidines.

Precursor to chelation agents, drugs, and agrochemicals

A most prominent derivative of ethylenediamine is the chelating agent EDTA, which is derived from ethylenediamine via a Strecker synthesis involving cyanide and formaldehyde. Hydroxyethylethylenediamine is another commercially significant chelating agent. Numerous bio-active compounds and drugs contain the N-CH2-CH2-N linkage, including some antihistamines.[10] Salts of ethylenebisdithiocarbamate are commercially significant fungicides under the brand names Maneb, Mancozeb, Zineb, and Metiram. Some imidazoline-containing fungicides are derived from ethylenediamine.

Pharmaceutical ingredient

Ethylenediamine is an ingredient in the common bronchodilator drug aminophylline, where it serves to solubilize the active ingredient theophylline. Ethylenediamine has also been used in dermatologic preparations, but has been removed from some because of causing contact dermatitis. When used as a pharmaceutical excipient, after oral administration its bioavailability is about 0.34, due to a substantial first-pass effect. Less than 20% is eliminated by renal excretion.

Ethylenediamine-derived antihistamines are the oldest of the five classes of first-generation antihistamines, beginning with piperoxan aka benodain, discovered in 1933 at the Pasteur Institute in France, and also including mepyramine, tripelennamine, and antazoline. The other classes are derivatives of ethanolamine, alkylamine, piperazine, and others (primarily tricyclic and tetracyclic compounds related to phenothiazines, tricyclic antidepressants, as well as the cyproheptadine-phenindamine family)

Role in polymers

Ethylenediamine, because it contains two amine groups, is a widely used precursor to various polymers. Condensates derived from formaldehyde are plasticizers. It is widely used in the production of polyurethane fibers. The PAMAM class of dendrimers are derived from ethylenediamine.

Tetraacetylethylenediamine

The bleaching activator tetraacetylethylenediamine is generated from ethylenediamine. The derivative N,N-ethylenebis(stearamide) (EBS) is a commercially significant mold-release agent and a surfactant in gasoline and motor oil.

Other applications

as a solvent, it is miscible with polar solvents and is used to solubilize proteins such as albumins and casein. It is also used in certain electroplating baths.

as a corrosion inhibitor in paints and coolants.

ethylenediamine dihydroiodide (EDDI) is added to animal feeds as a source of iodide.

chemicals for color photography developing, binders, adhesives, fabric softeners, curing agents for epoxies, and dyes.

as a compound to sensitize nitromethane into an explosive. This mixture was used at Picatinny Arsenal during WWII, giving the nitromethane and ethylenediamine mixture the nickname PLX, or Picatinny Liquid Explosive.

Coordination chemistry

Ethylenediamine is a well-known bidentate chelating ligand for coordination compounds, with the two nitrogen atoms donating their lone pairs of electrons when ethylenediamine acts as a ligand. It is often abbreviated "en" in inorganic chemistry. The complex [Co(ethylenediamine)3]3+ is an archetypical chiral tris-chelate complex. The salen ligands, some of which are used in catalysis, are derived from the condensation of salicylaldehydes and ethylenediamine.

Related ligands

Related derivatives of ethylenediamine include ethylenediaminetetraacetic acid (EDTA), tetramethylethylenediamine (TMEDA), and tetraethylethylenediamine (TEEDA). Chiral analogs of ethylenediamine include 1,2-diaminopropane and trans-diaminocyclohexane.

Safety

Ethylenediamine, like ammonia and other low-molecular weight amines, is a skin and respiratory irritant. Unless tightly contained, liquid ethylenediamine will release toxic and irritating vapors into its surroundings, especially on heating. The vapors react with moisture in humid air to form a characteristic white mist, which is extremely irritating to skin, eyes, lungs and mucus membranes.

Areas of use:

Bleach activator

Chelating agents

Corrosion inhibitors

Elastomer fiber production

Fungicide production

Fuel additives

Additives used in the processing of mineral raw materials

Intermediate in the manufacture of pharmaceutical products

Lubricants for plastics

Polyamide resins

Rubber additives

Additives for the textile industry

Urethane reagents

Ethylenediamine (EDA)

Physical characteristics: Clear and Colorless Liquid         

Molecular weight: 60.10 g / mol

Container type, Barrel

Flammable substances. Reacts strongly with aldehydes and acids. Absorbs carbon dioxide from the air. Ethylenediamine dissolves well in water (with heating of the solution), ethanol, worse - in ether, insoluble in benzene and other hydrocarbons. It is a strong foundation. Hygroscopic. 

 

Areas of use:

- Used to create fibers, polyamide and rubber.

- The chelating agent is used as an inhibitor.

- As a lubricating agent in the plastics industry.

- Hardener for polyurethane foam and epoxy resins.

EDA; Ethane-1,2-diamine; 1,2-Ethanediamine; Cas no:107-15-3; 1,2-Diaminoethane; Ethylene diamine; Ethylendiamine; edamine; Dimethylenediamine; 1,2-Ethylenediamine

Aethaldiamin

Aethylenediamin

Ethyleendiamine

Ethylene-diamine

beta-Aminoethylamine

1,2-Diaminoaethan

Algicode 106L

Amerstat 274

1,2-Diamino-ethaan

1,2-Diamino-ethano

Aethaldiamin [German]

Caswell No. 437

Ethylenediamine [JAN]

Ethyleendiamine [Dutch]

1,2-Ethanediamine, homopolymer

Aethylenediamin [German]

Ethylene-diamine [French]

1,2-Diaminoaethan [German]

1,2-Diamino-ethaan [Dutch]

ETHYLENEDIAMINE ANHYDROUS

1,2-Diamino-ethano [Italian]

CHEBI:30347

Aminophylline Injection

Ethylenediamine, piperazine polymer

EINECS 203-468-6

ETHANE,1,2-DIAMINO

Ethylendiamin

2-Aminoethylammonium chloride

1, 2-Diaminoethane

27308-78-7

Ethylenediamine [UN1604] [Corrosive]

Ethylenediamine, 99%

Ethylenediamine, 99+%

1,2-diaminoethane phase II

1,2-diaminoethane phase I beta

1,2-diaminoethane phase I alpha

Polyamines

Ethylenediamine, 99+%, AcroSeal(R)

CAS-107-15-3

Ethylenediamine, ReagentPlus(R), >=99%

1,2-Ethanediamine, monohydrochloride

1,2-Ethanediamine, hydrochloride (1:1)

Ethylenediamine [USP:JAN]

ethylenediarnine

2-aminoethylamine

ethylene di amine

1,4-diazabutane

1,2-diaminoethan

ethylene - diamine

EDN

1,2-ethylendiamine

Edamine [INN]

1,2-diamino-ethane

ethane 1,2-diamine

N,N'-ethylenediamine

Ethylenediamine, 8CI

1,2-ethylene diamine

1,2-ethylene-diamine

.beta.-Aminoethylamine

ethane-1, 2-diamine

Ethylenediamine solution

N,N'-ethylene diamine

Ethylenediamine, BioXtra

Ethylenediamine (USP/JP15)

Ethylenediamine (USP/JP17)

1,2-Diamino-ethaan

1,2-Diamino-ethano

1,2-Diaminoaethan

1,2-Diaminoethane

1,2-Ethanediamine

1,2-Ethylenediamine

Aethaldiamin

EDA

Aethylenediamin

EDA

Algicode 106L

Amerstat 274

EDA

beta-Aminoethylamine

EDA

Dimethylenediamine

EDA

OtherEdamine

EDA

Ethylendiamine

Ethylenediamine