Ethylenediamine

• Ethane - 1 ,2-diamine (IUPAC)
• 1,2-diaminoethane

Colorless liquid smelling of ammonia

Liquid

0.90 g · cm -3

8 ° C

116 ° C.

12 hPa at 20 ° C.

Mixed with water, soluble in ethanol

1.4565 (20 ° C)

Risk

Not awarded

500 mg · kg -1 ( LD50, rat, oral)

-63.0 KJ / mol

Template: Infobox chemical / molecular formula search available

Ethylenediamine ( EDA for short, as a ligand also s) is the common name for ethane-1 ,2 -diamine (1,2- diaminoethane ). It belongs to the class of amines.

Properties

Ethylenediamine is a strong base and in a pure form a colorless liquid. On contact with air with the carbon dioxide contained therein forms white Ethylendiamincarbonat that may occur due to the high vapor pressure of EDA as a white mist.

Production

Ethylenediamine is industrially produced by reacting 1,2-dichloroethane with ammonia under pressure at 180 ° C in an aqueous medium:

In this case, hydrogen chloride, which is present initially as the hydrochloride of the amine is in a bound form. The amine is converted by the addition of sodium hydroxide in its free form, and can be subsequently recovered by means of rectification from the mixture. The by-products are formed diethylenetriamine ( DETA) and triethylenetetramine ( TETA).

Another commercial process for the manufacture of ethylenediamine is the synthesis starting from monoethanolamine and ammonia:

This process takes place in the presence of nickel catalysts in the gas phase.

Use

Due to the two effective than electron pair donor nitrogen atoms of ethylenediamine is an important chelating ligand in coordination chemistry. In formulas it is there usually abbreviated with s. Furthermore, it acts as a solvent, stabilizer, to the acid neutralization is required in the oil and in the synthesis of pharmaceuticals, pesticides, synthetic resins and rubber chemicals.