Ethylene diamine
Chemical name	ethane-1,2-diamine
Chemical formula	C2H8N2
Molecular mass	60.10 g/mol
CAS number	[107-15-3]
Density	? g/cm3
Melting point	9 °C
Boiling point	116 °C
SMILES	NCCN
Disclaimer and references

Ethylene diamine (EDA or en), or 1,2-diaminoethane, is an organic compound from the amines group. Its formula is NH₂-CH₂CH₂-NH₂. It is a strongly alkaline, colorless to yellowish liquid, with amine odor, completely miscible with water and soluble in alcohol. Its melting point is 8.5 °C and boiling point 116 °C. Its CAS reference number is 107-15-3. (This is an extremely hazardous substance, as defined by Federal Regulatory Program lists. (scorecard.org)) Image File history File links Ethylene_diamine. ... IUPAC nomenclature is a system of naming chemical compounds and of describing the science of chemistry in general. ... A chemical formula (also called molecular formula) is a concise way of expressing information about the atoms that constitute a particular chemical compound. ... The molecular mass (abbreviated MM) of a substance, called molecular weight and abbreviated as MW, is the mass of one molecule of that substance, relative to the unified atomic mass unit u (equal to 1/12 the mass of one atom of carbon-12). ... CAS registry numbers are unique numerical identifiers for chemical compounds, polymers, biological sequences, mixtures and alloys. ... Density (symbol: ρ - Greek: rho) is a measure of mass per unit of volume. ... The melting point of a solid is the temperature at which it changes state from solid to liquid. ... The boiling point of a substance is the temperature at which it can change its state from a liquid to a gas throughout the bulk of the liquid at a given pressure. ... The simplified molecular input line entry specification or SMILES is a specification for unambiguously describing the structure of chemical molecules using short ASCII strings. ... Benzene An organic compound is any member of a large class of chemical compounds whose molecules contain carbon, with the exception of carbides, carbonates, carbon oxides and elementary carbon. ... Ammonia Amines are organic compounds containing nitrogen as the key atom in the amine functional group. ... General Name, Symbol, Number nitrogen, N, 7 Chemical series nonmetals Group, Period, Block 15, 2, p Appearance colorless Atomic mass 14. ... General Name, Symbol, Number hydrogen, H, 1 Chemical series nonmetals Group, Period, Block 1, 1, s Appearance colorless Atomic mass 1. ... General Name, Symbol, Number carbon, C, 6 Chemical series nonmetals Group, Period, Block 14, 2, p Appearance black (graphite) colorless (diamond) Atomic mass 12. ... The common (Arrhenius) definition of a base is a chemical compound that either donates hydroxide ions or absorbs hydrogen ions when dissolved in water. ... The chemistry term miscible refers to the property of various liquids that allows them to be mixed together. ... In chemistry, an alcohol is any organic compound in which a hydroxyl group (-OH) is bound to a carbon atom of an alkyl or substituted alkyl group. ... CAS registry numbers are unique numerical identifiers for chemical compounds, polymers, biological sequences, mixtures and alloys. ...

The ethylenamines

Ethylene diamine is the diamine analogue of the dialcohol ethylene glycol. And as glycol is the first of a series of polyethylene glycols, EDA is the first member of polyethylene amines: Ethylene glycol (monoethylene glycol (MEG), IUPAC name: ethane-1,2-diol) is an alcohol with two -OH groups (a diol), a chemical compound widely used as an automotive antifreeze. ...

• diethylene triamine, abbreviated dien,(H₂N-CH₂CH₂-NH-CH₂CH₂-NH₂, an analog of diethylene glycol),
• triethylene tetramine abbreviated trien, (H₂N-CH₂CH₂-NH-CH₂CH₂-NH-CH₂CH₂-NH₂),
• tetraethylene pentamine, (H₂N-CH₂CH₂-NH-CH₂CH₂-NH-CH₂CH₂-NH-CH₂CH₂-NH₂),
• pentaethylenehexamine (H₂N-CH₂CH₂-NH-CH₂CH₂-NH-CH₂CH₂-NH-CH₂CH₂-NH-CH₂CH₂-NH₂), up to polyethylene amine. Similarly piperazine is an analogue of dioxane.
• tetraethylethylene diamine (TEEDA) (C₂H₅)₂N-CH₂CH₂-N(C₂H₅)₂

Diethylene triamine (DETA) is a yellow hygroscopic liquid, soluble in water and hydrocarbons. ... Diethylene glycol (DEG, 3-oxa-1,5-pentanediol, diglycol, ethylene diglycol, or dihydroxy diethyl ether) is a diol, an alcohol with two -OH groups, a dimer of ethylene glycol. ... Triethylene tetramine (TETA) is an oily liquid, clear or with yellowish hue. ... Polyethylene amine (also polyethylene diamine) is a polymer of ethylene diamine, a structural analogue of polyethylene glycol with -NH- groups instead of the -O- ones. ... Basic piperazine structure Piperazine is a six-sided organic ring compound containing two opposing nitrogen atoms (see image). ... 1,4-Dioxane, often just called dioxane, is a clear, colorless organic compound which is a liquid at room temperature and pressure. ...

Synthesis

EDA is manufactured by reacting of ammonia and 1,2-dichloroethane. The reaction yields the mixture of EDA and the linear polyamines. A simplified equation leading to EDA is presented (although EDA is more basic than NH₃): Ammonia is a compound of nitrogen and hydrogen with the formula NH3. ... Flash point  ? °C R/S statement R: ? S: ? RTECS number  ? Supplementary data page Structure and properties n, εr, etc. ...

ClCH₂CH₂Cl + 4 NH₃ → H₂NCH₂CH₂NH₂ + 2 NH₄Cl

Applications

Ethylene diamine is used in the following applied and fundamental ways:

• as a solvent for proteins like albumin or casein, as a part of electroplating baths, lubricant for textiles, stabilizer in latex emulsions, and in polyamide adhesives.
• as a corrosion inhibitor in paints and coolants.
• as a renowned chelateing agent. A representative complex is [Co(H₂NCH₂CH₂NH₂)₃]³⁺
• as part of many medicaments, as a chemical stabilizer
• as a building block to many organic compounds, including pharmaceuticals, e.g. aminophyllin and some antihistamines.
• as a food and cattle feed additive as ethylenediamine dihydriodide.

Ethylene diamine is used in large quantities for production of many industrial chemicals. It is very reactive, readily forms compounds with carboxylic acids (amides), fatty acids (imidazoline), nitriles (amidoamines, polyamides, imidazolines), alcohols and glycols (alkylated or cyclic ethyleneamines), alkylhalides and arylhalides (substituted amines), carbon disulfide (thiocarbamates), and forms water soluble salts with inorganic acids. Some products for which EDA is an important precursor are chelate agents like EDTA, the bleaching activator tetra acetyl ethylene diamine, chemicals for color photography developing, lubricants for the molding and processing of plastics, fuel additives, carbamate fungicides, binders, adhesives, fabric softeners, surfactants, curing agents for epoxys, and dyes. A solvent is a liquid that dissolves a solid, liquid, or gaseous solute, resulting in a solution. ... A representation of the 3D structure of myoglobin, showing coloured alpha helices. ... 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The tail of a Lufthansa airliner (Airbus A319) in flight, showing the horizontal and vertical stabilizer Mathematics: see Group action. ... An antihistamine is a drug which serves to reduce or eliminate effects mediated by histamine, an endogenous chemical mediator released during allergic reactions, through action at the histamine receptor. ... Structure of a carboxylic acid The 3D structure of the carboxyl group A space-filling model of the carboxyl group Carboxylic acids are organic acids characterized by the presence of a carboxyl group, which has the formula -C(=O)-OH, usually written as -COOH. In general, the salts and anions... Amide functional group In chemistry, an amide is one of two kinds of compound. ... In chemistry, especially biochemistry, a fatty acid is a carboxylic acid (or organic acid), often with a long aliphatic tail (long chains), either saturated or unsaturated. ... Imidazole is a heterocyclic aromatic organic compound. ... A nitrile is any organic compound which has a -C≡N functional group. ... A polyamide is a polymer containing monomers joined by peptide bonds. ... Imidazole is a heterocyclic aromatic organic compound. ... In chemistry, an alcohol is any organic compound in which a hydroxyl group (-OH) is bound to a carbon atom of an alkyl or substituted alkyl group. ... Ethylene glycol (IUPAC name:ethane-1,2-diol) is a chemical compound widely used as an automotive antifreeze (coolant). ... Carbon disulfide (CS2) is a colorless liquid with a pleasant odor that is like the smell of chloroform. ... EDTA is the chemical compound ethylenediaminetetraacetic acid. ... Chemical structure of TAED Tetraacetylethylenediamine (TAED) is an organic chemical compound. ... An undated color photograph from 1905 to 1915 by Sergei Mikhailovich Prokudin-Gorskii Color photography was explored throughout the 1800s. ... 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See also

• diethylene triamine
• triethylene tetramine
• polyethylene amine

Diethylene triamine (DETA) is a yellow hygroscopic liquid, soluble in water and hydrocarbons. ... Triethylene tetramine (TETA) is an oily liquid, clear or with yellowish hue. ... Polyethylene amine (also polyethylene diamine) is a polymer of ethylene diamine, a structural analogue of polyethylene glycol with -NH- groups instead of the -O- ones. ...

External links

• IRIS EPA Ethylene diamine
• Chemical data