82744-96-5

Usage

Physical State

White, crystalline solid

Solubility

Sparingly soluble in water

Melting Point

High melting point

Mode of Action

Inhibits photosynthesis in plants

Classification

Phenylurea herbicide

Persistence

Known for long persistence in the environment

Concerns

Potential contamination of water sources

Regulatory Status

Subject to regulatory restrictions and monitoring in many countries due to environmental and health risks

Upstream product

• 74051-57-3 N-carbamimidoyl-N'-(4-chloro-phenyl)-urea; hydrochloride 
• 103-69-5 N-ethyl-N-phenylamine 
• 2617-79-0 N-(4-chlorophenyl)formamide 
• 104-12-1 p-chlorphenylisocyanate 

Relevant academic research and scientific papers

A Novel C–N Migration Rearrangement Based on N–F Compounds for the Synthesis of N-Alkyl Diaryl Ureas

A novel rearrangement reaction based on the structure of N-fluoro-N-(phenylsulfonyl) benzamides (FPSBA) was developed. In the presence of base, unsymmetrical N-alkyl diaryl ureas were obtained in good yields which were accomplished through secondary alkyl phenylamines initiated 1,2-phenyl-shift migration rearrangement of N-fluoro-N-(phenylsulfonyl) benzamides. The reaction was carried out without using traditional, highly toxic reagents and noble metals. Whereas without rearrangement occurrence for primary phenylamines and aliphatic amines, normal amides and N-(phenylsulfonyl) benzamides were afforded respectively. Nitrene and phenyl isocyanate included process were prevented and a secondary alkyl phenylamine initiated vicinal SN2' reaction occurred. This rearrangement reaction features an interesting reaction mechanism, mild reaction conditions, simple operation, and useful products.

Catalyst-Free Electrosynthesis of Benzimidazolones through Intramolecular Oxidative C?N Coupling

The electrochemical synthesis of N, N’-disubstituted benzimidazolones from ureas through an intramolecular anodic dehydrogenative N?H/C?H coupling has been developed. The reaction undergoes under the undivided electrolysis conditions and obviates the need for any catalysts and chemical oxidants. (Figure presented.).

Synthesis of unsymmetrical phenylurea derivatives via oxidative cross coupling of aryl formamides with amines under metal-free conditions

A new synthetic approach for phenylurea derivatives involving the cross coupling of N-aryl formamides with amines through the formation of isocyanate intermediates in the presence of hypervalent iodine reagents is described.

INFRARED SPECTROSCOPIC AND CONFORMATIONAL STUDIES OF TRISUBSTITUTED UREAS CONTAINING CHLOROPHENYL GROUPS

The IR spectra, in the ν(N-H) region, of trisubstituted ureas R2UPhCl and RPhUPhCl containing a chlorophenyl group have been studied in order to examine the effects of the introduced chlorine atom.The out-trans-cis isomerism about the NH-CO rotational axis is discussed in reation to steric effect of the R2 group, Ph-Ph interaction and inter- and intra-molecular hydrogen bonding.In dilute solution, R2UPhCl exists in the trans or the out form, and RPhUPhCl in the cis form. o-Chlorophenyl derivatives show a monomeric ν(N-H) band at a wavenumber lower than that of the other derivatives and no associated ν(N-H) bands in concentrated or even in saturated solutions.Some of the derivatives are found to be in the same form in the solid state as in solution due to the retention of intra-molecular NH...Cl hydrogen bonding.