PRODUCTS

ETHYLENEDIAMINE

Ethylenediamine is commonly used as an intermediate to produce detergents, chelates, textile auxiliaries, agrochemicals and polyamides.
Ethylenediamine is used in medicine, pesticides, dyes, plastics, rubber and other industries.
Ethylenediamine is used in large quantities for production of many industrial chemicals.

CAS Number: 107-15-3
EC Number: 203-468-6
IUPAC Name: Ethane-1,2-diamine
Molecular Formula: C₂H₈N₂
Molecular Weight: 60.10 g/mol

SYNONYMS:
Ethylenediamine (USP/JP14), Edamine, 1,2-ethanediamine, ethane-1,2-diamine, Ethylendiamin, NCI-C60402, EthylenediamineAnhydrous, Ethyliminum, EDA, EDA, ETHANE-1,2-DIAMINE, 1,2-DIAMINOETHANE, YEA, 1,2-ETHANEDIAMINE, Ethylendiamine, 1,2-Ethylenediamine, Diaminoethane, H2NCH2CH2NH2, Ethyleendiamine, Ethylenediamine, Ethane-1,2-diamine, 1,2-Diaminoethane, 1,2-Ethanediamine, Dimethylenediamine, “en”, Ethylendiaminum, beta-Aminoethylamine, Ethane-1,2-diamine Edamine, 1,2-Diaminoethane, 'en' when a ligand 1,2-Diaminoethane, 1,2-Ethylenediamine, Ethane-1,2-diamine, EDA, Aethaldiamine ethylenediamine Ethane-1,2-diamine 107-15-3 1,2-Ethanediamine 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 NCI-C60402 CHEBI:30347 EPA Pesticide Chemical Code 004205 60V9STC53F DTXSID5021881 AI3-24231 DTXCID501881 PB05721 PB-05721 Ethylenediamine (anhydrous) ethyl diamine RefChem:5818 2-aminoethan-1-aminium 203-468-6 Ethylenediamine [JAN] ETHYLENEDIAMINE ANHYDROUS Edamine [INN] MFCD00008204 CHEMBL816 H2NCH2CH2NH2 ETHANE,1,2-DIAMINO NCGC00091527-01 ethane, 1,2-diamino- 1,2-diaminoethane phase II EN 1,2-diaminoethane phase I beta Aethaldiamin [German] Caswell No. 437 1,2-diaminoethane phase I alpha Ethyleendiamine [Dutch] Aethylenediamin [German] Ethylenediamine; Ethane-1,2-diamine Ethylene-diamine [French] Ethane-1,2-diammonium bromide CAS-107-15-3 Ethylenediamine, ReagentPlus(R), >=99% 1,2-Diaminoaethan [German] 1,2-Diamino-ethaan [Dutch] CCRIS 5224 HSDB 535 1,2-Diamino-ethano [Italian] Aminophylline Injection EINECS 203-468-6 UN1604 Ethylenediamine [USP:JAN] BRN 0605263 UNII-60V9STC53F Edamina ethylenediarnine 2-aminoethylamine ethylene di amine 1,4-diazabutane 1,2-diaminoethan ethylene - diamine EDN 1,2-ethylendiamine 1,2-diamino-ethane ethane 1,2-diamine N,N'-ethylenediamine Ethylenediamine, 8CI 1,2-ethylene diamine 1,2-ethylene-diamine Ethylenediamine [UN1604] [Corrosive] .beta.-Aminoethylamine ethane-1, 2-diamine N,N'-ethylene diamine Ethylenediamine, BioXtra 1,2-Diaminoethane;EDA Epitope ID:117724 EC 203-468-6 SCHEMBL3083 ETHYLENEDIAMINE [II] ETHYLENEDIAMINE [MI] SCHEMBL69372 4-04-00-01166 (Beilstein Handbook Reference) Ethylenediamine (USP/JP15) Ethylenediamine (USP/JP17) ETHYLENEDIAMINE [HSDB] SCHEMBL189756 SCHEMBL190090 SCHEMBL228843 BDBM7972 NH2(CH2)2NH2 SCHEMBL3907065 SCHEMBL4425938 ETHYLENEDIAMINE [MART.] ETHYLENEDIAMINE [WHO-DD] 624-59-9 (di-hydrobromide) 333-18-6 (di-hydrochloride) 5700-49-2 (di-hydriodide) Ethylenediamine, analytical standard STR00309 Tox21_111145 Tox21_201202 STL264241 ETHYLENEDIAMINE [EP MONOGRAPH] AKOS000118850 DB14189 ETHYLENEDIAMINE [USP MONOGRAPH] FE04155 UN 1604 Ethylenediamine, for synthesis, 99.0% NCGC00091527-02 NCGC00258754-01 BP-20367 Ethylenediamine [UN1604] [Corrosive] E0077 E0081 NS00003922 EN300-19398 InChI=1/C2H8N2/c3-1-2-4/h1-4H D01114 Ethylenediamine, SAJ special grade, >=99.0% Ethylenediamine, meets USP testing specifications Ethylenediamine, Vetec(TM) reagent grade, >=98% F043401 Q411362 Ethylenediamine, purified by redistillation, >=99.5% TIZANIDINE HYDROCHLORIDE IMPURITY H [EP IMPURITY] Z104473714 Ethylenediamine, puriss. p.a., absolute, >=99.5% (GC) QuadraPure(R) AEA, 100-400 mum particle size, extent of labeling: 1.3 mmol/g loading, 1 % cross-linked with divinylbenzene, EDA, amerstat274, Ethylenediamine, Ethylendiaminum, 1,2-Diaminoethane, ethane-1,2-diamine, ethane-1,1-diamine, 1,2-ethylenediamine, beta-Aminoethylamine, EDA EthylenediaMine a, (E)-ethene-1,2-diamine, Ethylenediamineanhydrous, Ethylenediamine diacetate, 1,2-Diaminoethane anhydrous, ETHYLENEDIAMINE FOR SYNTHESIS, Ethylenediamine and derivatives, ethylenediamine, Ethane-1,2-diamine, 107-15-3, 1,2-Ethanediamine, 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, Caswell No. 437, Ethylenediamine [JAN], NCI-C60402, CCRIS 5224, HSDB 535, ETHYLENEDIAMINE ANHYDROUS, CHEBI:30347, 1,4-diazabutane, EINECS 203-468-6, UNII-60V9STC53F, Edamine [INN], EPA Pesticide Chemical Code 004205, BRN 0605263, 60V9STC53F, DTXSID5021881, AI3-24231, CHEMBL816, H2NCH2CH2NH2, ETHANE,1,2-DIAMINO, DTXCID501881, EC 203-468-6, 4-04-00-01166 (Beilstein Handbook Reference), 2-Aminoethylammonium chloride, MFCD00008204, EN, NCGC00091527-01, ethane, 1,2-diamino-, ETHYLENEDIAMINE (II), ETHYLENEDIAMINE [II], 1,2-diaminoethane phase II, ETHYLENEDIAMINE (MART.), ETHYLENEDIAMINE [MART.], 1,2-diaminoethane phase I beta, Aethaldiamin [German], 1,2-diaminoethane phase I alpha, ethyl diamine, Ethyleendiamine [Dutch], Aethylenediamin [German], Ethylenediamine; Ethane-1,2-diamine, ETHYLENEDIAMINE (EP MONOGRAPH), ETHYLENEDIAMINE [EP MONOGRAPH], Ethylene-diamine [French], Ethane-1,2-diammonium bromide, ETHYLENEDIAMINE (USP MONOGRAPH), ETHYLENEDIAMINE [USP MONOGRAPH], CAS-107-15-3, Ethylenediamine, ReagentPlus(R), >=99%, 1,2-Diaminoaethan [German], 1,2-Diamino-ethaan [Dutch], 1,2-Diamino-ethano [Italian], Aminophylline Injection, UN1604, Ethylenediamine (anhydrous), TIZANIDINE HYDROCHLORIDE IMPURITY H (EP IMPURITY), TIZANIDINE HYDROCHLORIDE IMPURITY H [EP IMPURITY], Ethylenediamine [USP:JAN], Edamina, ethylenediarnine, 2-aminoethylamine, ethylene di amine, 1,2-diaminoethan, ethylene - diamine, EDN, 1,2-ethylendiamine, 1,2-diamino-ethane, ethane 1,2-diamine, Caswell No 437, N,N'-ethylenediamine, Ethylenediamine, 8CI, 1,2-ethylene diamine, 1,2-ethylene-diamine, Ethylenediamine [UN1604] [Corrosive], .beta.-Aminoethylamine, ethane-1, 2-diamine, N,N'-ethylene diamine, Ethylenediamine, BioXtra, 1,2-Diaminoethane;EDA, ETHYLENEDIAMINE MOD, Epitope ID:117724, Pesticide Code 004205, ETHYLENEDIAMINE [MI], Ethylenediamine (USP/JP15), Ethylenediamine (USP/JP17), ETHYLENEDIAMINE [HSDB], BDBM7972, NH2(CH2)2NH2, ALPHA,OMEGA-ETHANEDIAMINE, ETHYLENEDIAMINE [WHO-DD], 624-59-9 (di-hydrobromide), 333-18-6 (di-hydrochloride), 5700-49-2 (di-hydriodide), Ethylenediamine, analytical standard, STR00309, Tox21_111145, Tox21_201202, STL264241, AKOS000118850, DB14189, FE04155, PB05721, UN 1604, Ethylenediamine, for synthesis, 99.0%, NCGC00091527-02, NCGC00258754-01, BP-20367, Ethylenediamine [UN1604] [Corrosive], PB-05721, E0077, E0081, NS00003922, EN300-19398, InChI=1/C2H8N2/c3-1-2-4/h1-4H, D01114, Ethylenediamine, SAJ special grade, >=99.0%, Ethylenediamine, meets USP testing specifications, Ethylenediamine, Vetec(TM) reagent grade, >=98%, Q411362, Ethylenediamine, purified by redistillation, >=99.5%, Z104473714, Ethylenediamine, puriss. p.a., absolute, >=99.5% (GC), 203-468-6, QuadraPure(R) AEA, 100-400 mum particle size, extent of labeling: 1.3 mmol/g loading, 1 % cross-linked with divinylbenzene

Ethylenediamine (EDA) is the ethyleneamine with the lowest molecular weight.
Ethylenediamine contains two primary amine groups and is a colorless liquid.
Ethylenediamine (EDA) is a colorless to yellow liquid with an ammonia-like odor.

Ethylenediamine is a single component pure product that is mainly used as a raw material for crop protection products, in the synthesis of chelating agents and for low-temperature-active bleaching agents.
Ethylenediamine is also found in such applications as lubricants, fuel additives, textiles and polyamide resins.

Ethylenediamine (EDA) is a colorless to yellow liquid with an amine-like odor.
Ethylenediamine is miscible in water.
Ethylenediamine is the organic compound with the formula C2H4(NH2)2.

This colorless liquid, Ethylenediamine, with an ammonia-like odor is a strongly basic amine.
Ethylenediamine is an organic compound with the formula C2H4(NH2)2, and is often abbreviated en when used as a ligand.
Ethylenediamine is a common ligand in coordination chemistry and a ubiquitous chemical building block in organic synthesis.

Ethylenediamine is volatile, but tends to form a mist in air.
Ethylenediamine (EDA) is a colorless to yellow liquid with an ammonia-like odor.
Ethylenediamine is a single component pure product that is mainly used as a raw material for crop protection products, in the synthesis of chelating agents and for low-temperature-active bleaching agents.

Ethylenediamine (EDA) is the ethyleneamine with the lowest molecular weight.
Ethylenediamine contains two primary amine groups and is a colorless liquid.
The lowest molecular weight ethylenediamine.

Ethylenediamine is a single-component product with two primary nitrogens.
Ethylenediamine has an ammonia-like odor and is clear and colorless.
Ethylenediamine appears as a clear colorless liquid with an ammonia-like odor.

Flash point of Ethylenediamine is 91 °F and a melting point of 47 °F.
Density of Ethylenediamine is 7.5 lb / gal.
Ethylenediamine is an alkane-alpha,omega-diamine in which the alkane is ethane.

Ethylenediamine has a role as a GABA agonist.
Ethylenediamine derives from a hydride of an ethane.
Ethylenediamine is an organic compound that is used as a building block for the production of many other chemical products.

Ethylenediamine is a metabolite found in or produced by Escherichia coli (strain K12, MG1655).
Ethylenediamine is a Standardized Chemical Allergen.
The physiologic effect of ethylenediamine is by means of Increased Histamine Release, and Cell-mediated Immunity.

Ethylenediamine is a small molecule drug with a maximum clinical trial phase of III (across all indications) and has 2 investigational indications.
RN given refers to parent cpd; edamine is the recommended contraction for the ethylenediamine radical.

Ethylenediamine (abbreviated as en when a ligand) is the organic compound with the formula C2H4(NH2)2.
This colorless liquid, Ethylenediamine, with an ammonia-like odor is a basic amine.
Ethylenediamine is a widely used building block in chemical synthesis, with approximately 500,000 tonnes produced in 1998.[6]

Ethylenediamine is the first member of the so-called polyethylene amines.
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).

USES and APPLICATIONS of ETHYLENEDIAMINE:
Uses of Ethylenediamine: Corrosion inhibitors, Wet-strength resins, Fabric softeners, Epoxy curing agents, Polyamide resins, Fuel additives, Lube oil additives, Asphalt additives, Ore flotation, Corrosion inhibitors, Ore flotation, Asphalt, Additives, and Corrosion inhibitors.

Ethylenediamine is used Epoxy curing agents, Hydrocarbon purification, Lube oil & fuel additives, Mineral processing aids,
Polyamide resins, Surfactants, Textile additives-paper wet-strength resins, Fabric softeners, Surfactants, Coatings, Urethanes, Fuel additives, Chemical intermediates, Epoxy curing agents, Lube oils, Wet strength resins.

Ethylenediamine 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, Ethylenediamine readily forms heterocycles such as imidazolidines.

Application of Ethylenediamine: for non-aqueous solution titration, Aminocarboxylic complexing agent.
Ethylenediamine is used determination of antimony, bismuth, cadmium, cobalt, copper, mercury, silver and uranium.
Ethylenediamine is used as a curing agent for epoxy resin, protein, fibrin solvent.

Ethylenediamine is a widely used building block in chemical synthesis, with approximately 500,000,000 kg being produced in 1998.
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.

Ethylenediamine acts as a precursor for many polymers like polyurethane fibers and poly(amidoamine), ethylenediamine dihydroiodide (EDDI) as well as the bleaching activator, tetraacetylethylenediamine.
Ethylenediamine 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.
Ethylenediamine is a basic building block to prepare heterocyclic compound such as imidazolidines.

Ethylenediamine is also found in such applications as lubricants, fuel additives, textiles and polyamide resins.
Ethylenediamine is used in large quantities for production of many industrial chemicals.

Ethylenediamine 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 amino groups, Ethylenediamine readily forms heterocycles such as imidazolidines.

Ethylenediamine is used to make other chemicals and as a fungicide.
Ethylenediamine 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.

-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.
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 uses of Ethylenediamine:
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 Ethylenediamine's bioavailability is about 0.34, due to a substantial first-pass effect.
Less than 20% is eliminated by renal excretion.

-Other applications
as a solvent, Ethylenediamine is miscible with polar solvents and is used to solubilize proteins such as albumins and casein.
Ethylenediamine 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.
Ethylenediamine is used in chemicals for color photography developing, binders, adhesives, fabric softeners, curing agents for epoxies, and dyes.

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

-Precursor to chelating agents use of Ethylenediamine:
The most prominent derivative of ethylenediamine is EDTA, which is derived from ethylenediamine via a Strecker synthesis involving cyanide and formaldehyde.

Hydroxyethylethyelenediamine is another commercially significant chelating agent.
The salen ligands, derived from the condensation of salicaldehydes and ethylenediamine, are popular chelating agents in the research laboratory although not commercially significant.

-Precursor to pharmaceuticals and agrichemicals use of Ethylenediamine:
Numerous bio-active compounds contain the N-CH2-CH2-N linkage, including aminophylline and some antihistamines.
Salts of ethylenebisdithiocarbamate are commercially significant fungicides under the brandnames Maneb, Mancozeb, Zineb, and Metiram.
Some imidazoline-containing fungicides are derived from ethylenediamine.

-Ethylenediamine is Role in polymers:
Ethylenediamine, by virtue of its bifunctionality (i.e. it contains two reactive amines) is widely used in diverse polyester formulations.
Condensates derived from formaldehyde are plasticizers.

Ethylenediamine is widely used in the production of polyurethane fibers.
The PAMAM class of dendrimers are derived from ethylenediamine.

-Tetraacetylethylenediamine use of Ethylenediamine:
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.

-Specialized applications of Ethylenediamine:
as a solvent, Ethylenediamine is miscible with polar solvents and is used to solubilize proteins such as albumins and casein.
Ethylenediamine 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.
Ethylenediamine is used chemicals for color photography developing, binders, adhesives, fabric softeners, curing agents for epoxys, and dyes.

STATE of ETHYLENEDIAMINE:
Ethylenediamine is a liquid at room temperature.
Ethylenediamine has an ammonia-like odor and is hygroscopic, meaning it readily absorbs moisture from the air.
Melting point (Celsius) 8.50
Melting point (Kelvin) 281.65
Boiling point (Celsius) 116.10
Boiling point (Kelvin) 389.25

*General information
Molecular weight 60.10g/mol
Molar mass 60.1020g/mol
Density 0.8990g/cm3

*Appearence
Ethylenediamine is a colorless to pale yellow liquid with an ammonia-like odor.
Ethylenediamine is highly viscous and can absorb moisture from the air since it is hygroscopic.

*Comment on solubility
Solubility of Ethane-1,2-diamine (C2H8N2)
Ethane-1,2-diamine, commonly known as ethylenediamine, exhibits interesting solubility characteristics due to its structure which features two amine groups.
Ethylenediamine is primarily known for being highly soluble in water, making it a versatile molecule in various applications.

*Factors Influencing Solubility:
Hydrophilic Nature:
The presence of functional amine groups enhances its ability to interact with water molecules.

*Hydrogen Bonding:
Ethane-1,2-diamine can form hydrogen bonds with water, facilitating its dissolution.

*Molecular Structure:
The small size of the ethane backbone allows for efficient solvation in polar solvents.
A direct comparison shows that ethane-1,2-diamine's solubility in water is significantly greater than many other organic compounds.

According to empirical data, one might state that:
“Solubility increases as the number of polar functional groups rises.”
“Small, polar molecules such as ethane-1,2-diamine dissolve readily in polar solvents.”

Overall, the solubility of ethane-1,2-diamine is an important feature that expands its utility in chemical reactions and formulations, particularly in the fields of organic synthesis and material science.

INTERESTING FACTS ABOUT ETHYLENEDIAMINE:
Ethane-1,2-diamine, also known as 1,2-diaminoethane or simply ethylenediamine, is a fascinating organic compound with multiple applications across various fields.
Here are some key highlights:

*Structure and Properties:
Ethylenediamine consists of two amine groups attached to a two-carbon ethane backbone, making it a simple yet significant diamine.

*Biological Relevance:
Ethane-1,2-diamine plays a role in biological systems as a building block for more complex structures, including natural compounds and pharmaceuticals.

*Chemical Reactions:
The presence of two amino groups allows for various chemical reactions, including formation of chelate complexes with transition metals, which are essential in fields like catalysis and materials science.

*Industrial Applications:
Ethylenediamine is crucial in the synthesis of polyamides and is widely used in the manufacture of plastics, dyes, and pharmaceuticals.

*Safety Considerations:
While Ethylenediamine is a valuable chemical, it needs to be handled with care due to its potential health hazards, including skin and eye irritation.

*Dual Functionality:
Its ability to act both as a reagent and a ligand demonstrates the versatility of Ethylenediamine in coordination chemistry.
In summary, Ethylenediamine is not just a simple compound; it is an example of how basic chemistry principles underpin complex systems and applications in our everyday lives.
As chemists explore Ethylenediamine further, the potential for new discoveries and innovations continues to expand.

ROLE IN POLYMERS of ETHYLENEDIAMINE:
Ethylenediamine, because it contains two amine groups, is a widely used precursor to various polymers.
Condensates derived from formaldehyde are plasticizers.
Ethylenediamine 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.

COORDINATION CHEMISTRY of ETHYLENEDIAMINE:
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(en)3]3+ is a well studied example.

Schiff base ligands easily form from ethylenediamine.
For example, the diamine condenses with 4-Trifluoromethylbenzaldehyde to give to the diimine.
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.

BENEFITS of ETHYLENEDIAMINE:
*Consistent and predictable reaction products
*Easily derivatized
*Low vapor pressure
*High viscosity
*Low environmental impact
*Suitable for harsh conditions
*Low sensitivity
*Versatile

NATURE of ETHYLENEDIAMINE:
Ethylenediamine is a colorless and strongly alkaline volatile viscous liquid.
Ethylenediamine has Ammonia odor.

Ethylenediamine is soluble in water and ethanol, soluble in water hydrate formation.
Ethylenediamine is slightly soluble in ether, insoluble in benzene.

Ethylenediamine has strong alkaline, easy to salt when acid.
Ethylenediamine can absorb the moisture and carbon dioxide in the air to produce non volatile carbonate.

Ethylenediamine can also form complexes with many inorganic substances.
With sulfuric acid, nitric acid, hydrochloric acid and other strong acid reaction.

PREPARATION METHOD of ETHYLENEDIAMINE:
aqueous ammonia was added to dichloroethane and the mixture was heated to 115-120 °c for reaction.
The reaction solution was evaporated until crystallization started, filtered, and washed with ethanol.
Anhydrous ethylenediamine was obtained by distillation in a nitrogen bath.

SYNTHESIS of ETHYLENEDIAMINE:
Ethylenediamine is manufactured by reacting ammonia and 1,2-dichloroethane.
The reaction yields the mixture of ethylenediamine and the linear polyamines.
A simplified equation would be:
ClCH2CH2Cl + 4 NH3 → H2NCH2CH2NH2 + 2 NH4Cl

NOTES of ETHYLENEDIAMINE:
Ethylenediamine is Air and moisture sensitive.
Keep Ethylenediamine the container tightly closed in a dry and well-ventilated place.
Ethylenediamine is incompatible with oxidizing agents, phosphorus halides, aldehydes and organic halides.

COORDINATION CHEMISTRY of ETHYLENEDIAMINE:
Ethylenediamine is the prototypical chelating ligand for coordination compounds, such as [Co(ethylenediamine)3]3+.

ETHYLENAMINES
Ethylenediamine is the first member of the so-called polyethylene amines, other members being:

Diethylenetriamine, abbreviated dien or DETA, (H2N-CH2CH2-NH-CH2CH2-NH2, an analog of diethylene glycol)
Triethylenetetramine, abbreviated trien or TETA, (H2N-CH2CH2-NH-CH2CH2-NH-CH2CH2-NH2)

Tetraethylenepentamine, abbreviated TEPA, (H2N-CH2CH2-NH-CH2CH2-NH-CH2CH2-NH-CH2CH2-NH2),
Pentaethylenehexamine, abbreviated PEHA, (H2N-CH2CH2-NH-CH2CH2-NH-CH2CH2-NH-CH2CH2-NH-CH2CH2-NH2), up to polyethylene amine.
Similarly piperazine is an analogue of dioxane.

PREPARATION of ETHYLENEDIAMINE:
Ethylenediamine is manufactured industrially by reacting 1,2-dichloroethane with ammonia under pressure, at 180 °C in an aqueous medium.
This process is complex for the amateur chemist.

PROPERTIES of ETHYLENEDIAMINE:
PHYSICAL PROPERTIES of ETHYLENEDIAMINE:
Ethylenediamine is a clear, colorless liquid at room temperature.
Ethylenediamine freezes at 8 °C and boils at 116 °C, both of which are close to the melting and boiling points of water.

Ethylenediamine has an ammonia-like smell, and its vapors are extremely irritating, which can fume in air.
Ethylenediamine is miscible with water at all concentrations.

CHEMICAL PROPERTIES of ETHYLENEDIAMINE:
Ethylenediamine is a powerful chelating agent and will readily complex to many metal ions, notably, cobalt, nickel, copper, and chromium (with some difficulty).
The stability of these complexes is due to an increase in entropy by freeing 2 monodentate ligands per complexed ethylenediamine molecule.

Energetic materials can be made with ethylenediamine and metal perchlorates, most notably tris(ethylenediamine)nickel perchlorate and bis(ethylenediamine)copper(II) perchlorate.

SYNTHESIS of ETHYLENEDIAMINE:
Ethylenediamine is produced industrially by treating 1,2-dichloroethane with ammonia under pressure at 180 °C in an aqueous medium (EDC process).
In this reaction hydrogen chloride is generated, which forms a salt with the amine.

Ethylenediamine is liberated by addition of sodium hydroxide and can then be recovered by fractional distillation.
Diethylenetriamine (DETA) and triethylenetetramine (TETA) are formed as by-products.

Another industrial route to ethylenediamine involves the reaction of ethanolamine and ammonia:
This process involves passing the gaseous reactants over a bed of nickel heterogeneous catalysts.

Ethylenediamine can be prepared in the lab by the reaction of either ethylene glycol or ethanolamine and urea, followed by decarboxylation of the ethyleneurea intermediate.
Ethylenediamine can be purified by treatment with sodium hydroxide to remove water followed by distillation.

PHYSICAL and CHEMICAL PROPERTIES of ETHYLENEDIAMINE:
Chemical Formula: C2H8N2
Molecular Weight: 60.10 g/mol
Molar Mass: 60.100 g·mol−1
Appearance: Colourless to pale yellow liquid
Odor: Ammoniacal
Density: 0.90 g/cm³
Melting Point: 8 °C
Boiling Point: 116 °C
Solubility in Water: Miscible

Flash Point: 34 °C
Autoignition Temperature: 385 °C
Vapor Pressure: 1.3 kPa at 20 °C
Log P (Octanol/Water): −2.057
Refractive Index: 1.4565
Explosive Limits: 2.7–16%
Molecular Properties:
XLogP3: −2
Hydrogen Bond Donor Count: 2

Hydrogen Bond Acceptor Count: 2
Rotatable Bond Count: 1
Exact Mass: 60.068748264 Da
Monoisotopic Mass: 60.068748264 Da
Topological Polar Surface Area: 52 Å²
Heavy Atom Count: 4
Formal Charge: 0
Complexity: 6

Isotope Atom Count: 0
Defined Atom Stereocenter Count: 0
Undefined Atom Stereocenter Count: 0
Defined Bond Stereocenter Count: 0
Undefined Bond Stereocenter Count: 0
Covalently-Bonded Unit Count: 1
Compound Is Canonicalized: Yes
Thermodynamic Properties:

Heat Capacity (C): 172.59 J·K⁻¹·mol⁻¹
Standard Molar Entropy (S°298): 202.42 J·K⁻¹·mol⁻¹
Standard Enthalpy of Formation (ΔfH°298): −63.55 to −62.47 kJ·mol⁻¹
Standard Enthalpy of Combustion (ΔcH°298): −1.8678 to −1.8668 MJ·mol⁻¹
Chemical Formula: C2H8N2
Molecular Weight: 60.12 g/mol
Appearance: Clear liquid, colorless to pale yellow
Odor: Strong ammoniacal / amine-like

Physical State: Liquid
pH (100 g/L, 20 °C): 12.2
Density: 0.899 g/mL at 25 °C
Melting Point: 8.5 °C
Boiling Point: 118–119.7 °C
Flash Point: 38–93 °C (closed cup / literature)
Autoignition Temperature: 405 °C
Decomposition Temperature: >120 °C

Viscosity: Dynamic 1,265–1,725 mPa·s at 25 °C;
kinematic not available
Water Solubility: Miscible (~1,000 g/L)
Solubility in Ethanol: Soluble
Vapor Pressure: 10–12 hPa at 20 °C
Relative Vapor Density: 2.07 (vs air)
Partition Coefficient (Log P, n-octanol/water): −2.04
Upper/Lower Explosive Limits: 2–17% (V)
Explosive Properties: Not classified as explosive

Oxidizing Properties: None
Refractive Index: 1.4565 (n20/D)
Specific Gravity: 0.899
Form: Liquid, fuming in air
Air Sensitivity: Sensitive
Registry and Reference IDs:
EINECS: 203-468-6
CBNumber: CB2127811

MDL Number: MFCD00008204
Merck Index: 14,3795
BRN: 605263
Chemical Formula: C2H8N2
Molecular Weight: 60.10 g/mol
Appearance: Colorless to pale yellow liquid
Odor: Strong ammoniacal / ammonia-like
Physical State: Liquid

pH (100 g/L, 20 °C): 12.2
Density: 0.899–0.90 g/cm³ at 20–25 °C
Melting Point: 8–8.5 °C
Boiling Point: 116–118 °C
Flash Point: 93 °F (38–93 °C) closed cup
Autoignition Temperature: 405 °C
Decomposition Temperature: >120 °C
Viscosity: Dynamic 1,265–1,725 mPa·s at 25 °C

Water Solubility: Miscible (~1,000 g/L)
Solubility in Ethanol: Soluble
Vapor Pressure: 10–12.4 hPa at 20 °C; increases with temperature
(22.6 hPa at 30 °C; 39.4 hPa at 40 °C; 66.3 hPa at 50 °C)
Relative Vapor Density: 2.07 (vs air)
Refractive Index: 1.4565 (n20/D, 20 °C)
LogP (Octanol/Water): −1.6 to −2.057
Henry’s Law Constant: 1.69 × 10⁻⁹ atm·m³/mol at 25 °C

Dielectric Constant: 16.0 (18 °C)
pKa / Protonation: pKa1 ≈ 6.90, pKa2 ≈ 9.95 for the doubly protonated molecule;
literature pKa ~10.7 at 0 °C
Explosive Limits: 2–17% (V)
Form: Liquid, fuming in air
Air Sensitivity: Sensitive
Storage Conditions: Flammables area, cool, protected from air
Regulatory / Reference Data:
CAS Number: 107-15-3

EINECS: 203-468-6
InChIKey: PIICEJLVQHRZGT-UHFFFAOYSA-N
Merck Index: 14,3795
BRN: 605263
FDA EAFUS / Food Additive: Ethylenediamine
FDA 21 CFR: 173.320; 175.105; 175.300; 176.180; 176.300; 178.3120
NIST Chemistry Reference: Ethylenediamine (107-15-3)
EPA Substance Registry System: Ethylenediamine (107-15-3)
UNSPSC Code: 41116107
NACRES: NA.25

Molecular Formula: C2H8N2
Molar Mass: 60.1
Density: 0.899 g/mL at 25 °C (lit.)
Melting Point: 8.5 °C (lit.)
Boling Point: 118 °C (lit.)
Flash Point: 93°F
Water Solubility: miscible
Solubility: ethanol: soluble(lit.)
Vapor Presure: 10 mm Hg ( 20 °C)

Vapor Density: 2.07 (vs air)
Appearance: Liquid, Fuming In Air
Specific Gravity: 0.899
Color: colorless to pale yellow
Odor: Strong ammoniacal odor; ammonia-like mild and ammoniacal odor.
Exposure Limit: TLV-TWA 10 ppm (～25 mg/m3) (ACGIH,MSHA, and OSHA); IDLH 2000 ppm(NIOSH).
Merck: 14,3795
BRN: 605263
pKa: 10.712(at 0℃)

PH: 12.2 (100g/l, H2O, 20℃)
Storage Condition: Flammables area
Sensitive: Air Sensitive
Explosive Limit: 2-17%(V)
Refractive Index: n20/D 1.4565(lit.)
Physical and Chemical Properties: Density 0.898
melting point: 11°C
boiling point: 117-118°C
refractive index: 1.4555-1.4575
flash point: 34°C
water-soluble: miscible

FIRST AID MEASURES of ETHYLENEDIAMINE:
-Description of first-aid measures
*General advice:
Show this material safety data sheet to the doctor in attendance.
*If inhaled:
After inhalation:
Fresh air.
*In case of skin contact:
Take off immediately all contaminated clothing.
Rinse skin with
water/ shower.
*In case of eye contact:
After eye contact:
Rinse out with plenty of water.
Call in ophthalmologist.
Remove contact lenses.
*If swallowed:
After swallowing:
Immediately make victim drink water (two glasses at most).
Consult a physician.
-Indication of any immediate medical attention and special treatment needed.
No data available

ACCIDENTAL RELEASE MEASURES of ETHYLENEDIAMINE:
-Environmental precautions:
Do not let product enter drains.
-Methods and materials for containment and cleaning up:
Cover drains.
Collect, bind, and pump off spills.
Observe possible material restrictions.
Take up dry.
Dispose of properly.
Clean up affected area.

FIRE FIGHTING MEASURES of ETHYLENEDIAMINE:
-Extinguishing media:
*Suitable extinguishing media:
Carbon dioxide (CO2)
Foam
Dry powder
*Unsuitable extinguishing media:
For this substance/mixture no limitations of extinguishing agents are given.
-Further information:
Prevent fire extinguishing water from contaminating surface water or the ground water system.

EXPOSURE CONTROLS/PERSONAL PROTECTION of ETHYLENEDIAMINE:
-Control parameters:
--Ingredients with workplace control parameters:
-Exposure controls:
--Personal protective equipment:
*Eye/face protection:
Use equipment for eye protection.
Safety glasses
*Body Protection:
protective clothing
*Respiratory protection:
Recommended Filter type: Filter A
-Control of environmental exposure:
Do not let product enter drains.

HANDLING and STORAGE of ETHYLENEDIAMINE:
-Conditions for safe storage, including any incompatibilities:
*Storage conditions:
Tightly closed.
Dry.

STABILITY and REACTIVITY of ETHYLENEDIAMINE:
-Chemical stability:
The product is chemically stable under standard ambient conditions (room temperature).
-Possibility of hazardous reactions:
No data available