Ethylenediamine (CAS #000107-15-3, 1,2-diaminoethane) is the lowest molecular weight ethylenediamine.
It is a single-component product with two primary nitrogens. It has an ammonia-like odor and is clear and colorless.
1,2-Diaminoethane (CAS No. 107-15-3), commonly known as ethylenediamine (EDA), is a synthetic colourless to yellowish liquid at normal temperature and pressure.
It is strongly alkaline and is miscible with water and alcohol.
The main use for EDA is as an intermediate in the manufacture of tetraacetyl ethylenediamine, ethylenediaminetetraacetic acid (EDTA), organic flocculants, urea resins, and fatty bisamides.
Ethylenediamine (EDA) is also used, to a much smaller extent, in the production of formulations for use in the printed circuit board and metal finishing industries, as an accelerator/curing agent in epoxy coatings/resins, and in the manufacture of pharmaceutical products.
EDA is present as a contaminant (<0.5%) in commercially supplied fatty amines, which are used as wetting agents in bituminous emulsions.
Ethylenediamine is also used in the synthesis of carbamate fungicides, in surfactant and dye manufacture, and in photography development chemicals and cutting oils.
EDA is a degradation product of ethylenebis(dithiocarbamate) fungicides.
No atmospheric effects are expected, as reaction of EDA with hydroxyl radicals is likely to be rapid (half-life 8.9 h), and washout of volatilized EDA is expected.
Ethylenediamine (EDA) is a colorless, alkaline liquid with an ammonia-like odor.
Ethylenediamine (EDA) is a strong base that’s soluble in water, alcohol, ether, and insoluble in benzene.
Ethylenediamine (EDA) readily absorbs carbon dioxide from the air.
Ethylenediamine is used commonly in fungicides, chelating agents like EDTA, resins, textiles, lubricants, and as a solvent and emulsifying agent.
Ethylenediamine (EDA) is the ethyleneamine with the lowest molecular weight.
Ethylenediamine (EDA) contains two primary amine groups and is a colorless liquid.
Ethylenediamine is commonly used as an intermediate to produce detergents, chelates, textile auxiliaries, agrochemicals and polyamides.
1,2-Ethylenediamine (EDA) is used mainly as a building block for crop protection products, in the synthesis of chelating agents and for low-temperature-active bleaching agents. The many other applications of 1,2-ethylenediamine (EDA) include polyamides, lubricants, fuel additives and textiles.
EDA is used as a building block for the synthesis of bleach activators, chelates and crop protection products.
Furthermore Ethylenediamine is used as an intermediate in applications like corrosion inhibitors, polyamide resins and lubricants/fuel additives.
Ethylenediamine is Chain extender in the production of poyurethane resin for the water PU Dispersion (PUD).
Products derived from EDA are frequently used for bleach activators and chelates in detergents and for fungicides in crop protection area.
Polyamide resins find wide use as binders in printing inks for flexogravure application on certain paper, film, and foil webs and in hot-melt, pressure-sensitive, and heat-seal adhesives for leather, paper, plastic, and metal.
The main polyamide resin type, in addition to the liquid resins used as epoxy hardeners, is prepared generally by the condensation reaction of diamines with di- and polybasic fatty acids.
Thermoplastic polyamides are similarly used in formulating glossy, abrasion-resistant, overprint varnishes.
EDA is available as pure substance.
Ethylenediamine (EDA) is a colorless, alkaline liquid with an ammonia-like odor. Ethylenediamine (EDA) is used commonly in fungicides, chelating agents like EDTA, resins, textiles, lubricants, and as a solvent and emulsifying agent.
KEY WORDS:
Aethaldiamin, Aethylenediamin, Algicode 106L, Amerstat 274, beta-Aminoethylamine, Dimethylenediamine, Edamine, Ethyleendiamine, EDA, EDTA
Market Segments
Chemical intermediates
Functions
Raw Material, Scale inhibitor, Chemical Intermediate, Chemical Reagent, Dispersing Agent, Scale Removal and Control
Applications
Detergents, Adhesive, Lubricant, Petroleum Additive, Pigments, Polymer Polyols, Printing Ink, Bleaching, Textile Auxiliary, Textile Softeners, Epoxy Coating, Urethane Catalysts
CAS number: 107-15-3
EINECS/ELINCS No.: 203-468-6
Molecular weight: 60.1
Molecular formula: C2H8N2
Uses: Solvent for casein, albumin, shellac, and sulfur, emulsifier, stabilizing rubber latex, as inhibitor in antifreeze solutions, in textile lubricants, pharmaceutic aid (aminophylline injection stabilizer).
EDA is used primarily as an intermediate in the production of chelating agents, such as ethylenediaminetetraacetic acid (EDTA).
Ethylenediamine is also used as an intermediate in the production of polyamide resins, ethylene bis-stearamide, gasoline and lube oil additives, cationic surfactants and, in Europe, fungicides.
To a lesser extent EDA has been used as an intermediate in the production of fabric softeners and bleach activators.
In the production of these materials, EDA is the initial reactant and may undergo one, two, three or four subsequent reactions prior to the manufacture of the final product.
The concentration of unreacted EDA decreases with each subsequent reaction.
EDA is also added to refinery streams as a scavenging agent due to its high degree of reactivity.
Ethylenediamine is used within the pharmaceutical industry to produce aminophylline for the treatment of acute severe asthma (Merck, 1999).
In the U.S., this use is restricted to consumers under medical supervision.
At the present time, there is only one aminophylline producer (PDR,2000) and the amount sold into this market is probably quite small.
It has been used in the past as a stabilizer in topical creams containing neomycin (Van Hecke, 1975).
However, recent formulations of topical creams do not appear to contain ethylenediamine (PDR, 2000).
Ethylenediamine is a strongly basic amine useful as a building block in chemical synthesis.
Ethylenediamine is used as a solvent to dissolve proteins such as albumins and casein.
Ethylenediamine is widely used for color photography developers, binders, adhesives, fabric softeners, curing agents for epoxys and dyes.
As a corrosion inhibitor, Ethylenediamine plays a vital role in paints and coolants.
Ethylenediamine is used as an intermediate in the preparation of polyamide resins, fuel additives and lubricants.
EDA acts as a precursor for many polymers like polyurethane fibers and poly(amidoamine), ethylenediamine dihydroiodide (EDDI) as well as the bleaching activator, tetraacetylethylenediamine.
Ethylenediamine (EDA )is an important chelating ligand used in the preparation of coordination compounds viz. tris(ethylenediamine)cobalt(III) chloride.
Ethylenediamine is also involved in the manufacture of many industrial chemicals and forms derivatives with carboxylic acids, nitriles, alcohols, alkylating agents, carbon disulfide, aldehydes and ketones.
EDA is a basic building block to prepare heterocyclic compound such as imidazolidines.
Melting point/freezing point, 1013 hPa :11 °C
Boiling point/boiling range, 1013 hPa :117 °C
Flash point, 1013 hPa, closed cup :38 °C
Ignition temperature : > 300 °C
Vapor pressure, 26.6°C : 17.3 °C
Relative vapor density, air = 1.0 : 2.1
1,2-Diamino-ethaan
1,2-Diamino-ethano
1,2-Diaminoaethan
1,2-Diaminoethane
1,2-diaminoethane
EDA
1,2-Ethanediamine
1,2-Ethylenediamine
Aethaldiamin
Aethylenediamin
Algicode 106L
Amerstat 274
beta-Aminoethylamine
Dimethylenediamine
Edamine
Ethyleendiamine
Ethylendiamine
EDA
Ethylenediamine
ETHYLENEDIAMINE
1,2 diaminoetaani (fi)
1,2-Diamino-ethan (de)
1,2-diaminoetaan (et)
1,2-diaminoetan (hr)
1,2-diaminoetan (no)
1,2-diaminoetan (pl)
1,2-diaminoetan (ro)
1,2-diaminoetan (sl)
1,2-diaminoetan (sv)
1,2-diaminoetanas (lt)
1,2-diaminoetán (hu)
1,2-diaminoetāns (lv)
1,2-диаминоетан (bg)
etano-1,2-diamina (pl)
ethan-1,2-diamin (cs)
ethyleendiamine (nl)
ethylendiamin (cs)
ethylendiamin (da)
Ethylendiamin (de)
etilen-diamina (ro)
etilendiamin (hr)
etilendiamin (sl)
etilendiamina (es)
etilendiamina (it)
etilendiaminas (lt)
etilenodiamina (pt)
etilén-diamin (hu)
etilēndiamīns (lv)
etyleenidiamiini (fi)
etylendiamin (no)
etylendiamin (sv)
etylenodiamina (pl)
etyléndiamín (sk)
etán-1,2-diamín (sk)
Etüleendiamiin (et)
éthylènediamine;1,2-diaminoéthane (fr)
αιθυλενοδιαμίν (el)
етилендиамин (bg)
CAS names
1,2-Ethanediamine
IUPAC names
1,2,-Diaminoethane
1,2-Diaminoethane
1,2-diaminoethane
1,2-Diaminoethane , 1,2-Ethylenediamine , 1,4-Diazabutane , Dimethylenediamine
1,2-Ethanediamine
Diaminoethane
Ethane-1,2-diamine
ethane-1,2-diamine
ethane-1,2-diamine
Ethylendiamin
ethylene diamine
Ethylene diamine
ethylene diamine
Ethylenediamine
ethylenediamine
Ethylenediamine
Ethylenediamine (EDA) - OR30
ethylenediamine 1,2-diaminoethane
Ethylenediamine Anhydrous
ethylenediamine; 1,2-diaminoethane
Trade names
Bruggolen P22
EDA
Ethylenediamine
ETHYLENEDIAMINE (EDA)
ETHYLENEDIAMINE.
Ethylenediamine.
Applications
Bleach Activator
Chelating Agents
Corrosion Inhibitors
Elastomeric Fibers
Fungicides
Fuel Additives
Mineral Processing Aids
Pharmaceutical Intermediate
Plastic Lubricants
Polyamide Resins
Rubber Processing additives
Textile Additives
Urethane Chemicals
Other names: 1,2-Ethanediamine; β-Aminoethylamine; Dimethylenediamine; Ethane-1,2-diamine; 1,2-Diaminoethane; 1,2-Ethylenediamine; H2NCH2CH2NH2; Aethaldiamin; Aethylenediamin; 1,2-Diaminoaethan; 1,2-Diamino-ethaan; 1,2-Diamino-ethano; Ethyleendiamine; Ethylendiamine; NCI-C60402; UN 1604
APPLICATIONS
Bleach Activator
Chelating Agents
Epoxy Curing Agents
Fungicides
Industrial Surfactants
Lube Oil and Fuel Additives
Phosphonates
Plastic Lubricants
Polyamide Resins
Urethane Chemicals
Other applications
BRANCHES
Aerospace, Marine and Automotive
Agriculture
Construction and Housing
Consumer Electronics
Household Detergents and Cleaners
Human and Animal Health Care
Food
Industrial Cleaners and Preservants
Mining
Personal Care
Pulp and Paper
Textiles and Sports
As with several higher molecular weight ethyleneamines, such as diethylenetriamine (DETA),triethylenetetramine (TETA) and tetraethylenepentamine (TEPA), EDA has the ability to chelate copper, albeit at a much lower affinity than TETA and TEPA
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.
Ethylenediamine is an organic compound that is used as a building block for the production of many other chemical products.
It is also used as an excipient in many pharmacological preparations such as creams.
Notably, ethylenediamine is a contact sensitizer capable of producing local and generalized reactions.
Sensitivity to ethylenediamine may be identified with a clinical patch test.
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