Diphenylethylenediamine

Diphenylethylenediamine is a chemical compound with the formula (C6H5CH=CHNH2)2. It is a white solid that is soluble in organic solvents. This compound is a diamine, containing two amine functional groups.

Structure and Bonding

Diphenylethylenediamine is a diamine, meaning it contains two amine functional groups. The molecule is symmetrical, with the two phenyl groups and the two amine groups in a trans configuration. The molecule adopts a planar geometry, typical for compounds that are aromatic or contain multiple bonds.

Synthesis

Diphenylethylenediamine can be synthesized through the reaction of benzyl chloride with ethylenediamine. The reaction proceeds via a nucleophilic substitution mechanism, with the ethylenediamine acting as the nucleophile and the benzyl chloride as the electrophile.

Applications

Diphenylethylenediamine is used as a building block in the synthesis of various polymers. It is also used in the production of certain dyes and pigments.

Safety

Like many amines, diphenylethylenediamine is a skin and respiratory irritant. It is also harmful if swallowed. Therefore, it should be handled with care, using appropriate personal protective equipment.

See Also

• Amine
• Benzyl chloride
• Ethylenediamine