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Ethylendiamine fuming in air
| IUPAC name
| Preferred IUPAC name
| Systematic IUPAC name
| Other names
|Molar mass||60.10 g/mol|
|Density|| 0.9 g/cm3 (20 °C)|
0.898 g/cm3 (25 °C)
|Melting point||8 °C (46 °F; 281 K)|
|Boiling point||116 °C (241 °F; 389 K)|
|Solubility|| Reacts with mineral acids, carboxylic acids|
Miscible with alcohols, ethers, esters
|Vapor pressure||1.3 kPa (at 20 °C)|
Std enthalpy of
|Safety data sheet||Sigma-Aldrich|
|Flash point||34 °C (93 °F; 307 K)|
|Lethal dose or concentration (LD, LC):|
LD50 (Median dose)
| 500 mg/kg (rat, oral)|
470 mg/kg (guinea pig, oral)
1,160 mg/kg (rat, oral)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Ethylenediamine is an organic compound with the formula C2H4(NH2)2, and is often abbreviated en when used as a ligand. It is a common ligand in coordination chemistry and a ubiquitous chemical building block in organic synthesis. It is volatile, but tends to form a mist in air, which is quite toxic.
Ethylenediamine is a clear, colorless liquid at room temperature. It freezes at 8 °C and boils at 116 °C, both of which are close to the melting and boiling points of water. It has an ammonia-like smell, and its vapors are extremely irritating, which can fume in air. It is miscible with water at all concentrations.
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.
Ethylenediamine is sold by chemical suppliers.
- EDTA synthesis
- Make various complexes
- Make tris(ethylenediamine)nickel perchlorate
- Make ethylenediamine dinitrate
Ethylenediamine is toxic and has serious adverse health effects when inhaled. As a pure liquid, it will vaporize and form a mist in the air. If pure ethylenediamine must be used, it should be handled in a fume hood. Otherwise, it is preferable to use a 20% solution, which does not emit fumes and still allows for complexation.
Should be stored in closed bottles, and sealed to prevent the smell from leaking.
Ethylenediamine should be mixed with a large amount of very flammable solvent then burned, preferably in an incinerator.
Another option is to neutralize it with an acid, then oxidize the salt with an oxidizing mixture.