Difference between revisions of "Ethylenediamine"

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(Created page with "{{stub}} '''Ethylenediamine''' is an organic compound with the formula C<sub>2</sub>H<sub>4</sub>(NH<sub>2</sub>)<sub>2</sub>, and is often abbreviated en when used as a [...")
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Revision as of 04:15, 14 June 2015

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.

Properties

Physical properties

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 ammoniacal smell, and its vapors are extremely irritating. It is miscible with water at all concentrations.

Chemical properties

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.

Sources and production

Safety

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.