''N''-Benzoyl-''N''′-phenylurea is an organic compound with Ph CO NH CO NH Ph formula. It is benzoylurea derivative substituted with phenyl group on the opposite nitrogen atom.

Structure and bonding

Structure of ''N''-benzoyl-''N''′-phenylurea was first determined in 2010. Molecules in this compound are approximately flat and exhibit high charge delocalization. Within the molecule an intramolecular N−H⋅⋅⋅O hydrogen bond is present forming pseudoaromatic 6-membered ring. Additionally intermolecular N−H⋅⋅⋅O hydrogen bonds are also present combining two molecules into a centrosymmetric dimer (8-membered ring is formed). Carbonyl C=O bond distances are equal to ca. 1.23 Å, C−N distances are in range of 1.34 to 1.41 Å. N-Benzoyl-N'-phenylurea dimer SXD

Synthesis

In 1965 ''N''-benzoyl-''N''′-phenylurea was synthesized when dry ''N''-chlorobenzamide was reacted with phenylisocyanate or refluxed in dry benzene with

anhydrous A substance is anhydrous if it contains no water. Many processes in chemistry can be impeded by the presence of water; therefore, it is important that water-free reagents and techniques are used. In practice, however, it is very difficult to achie ...

potassium fluoride. Alternatively ''N''-benzoyl-''N''′-phenylurea was synthesized in 2010 by hydrolysis of ''N''-benzoyl-''N''′-phenylthiourea.

References

{{DEFAULTSORT:Benzoyl-N'-phenylurea, N- Ureas Phenyl compounds