15737-37-8

Basic information

• Product Name: 3-(4-chlorophenyl)-1,1-diethylurea
• Synonyms: 3-(4-Chlorophenyl)-1,1-diethylurea; urea, N'-(4-chlorophenyl)-N,N-diethyl-
• CAS NO: 15737-37-8
• Molecular Formula: C₁₁H₁₅ClN₂O
• Molecular Weight: 226.7026
• Mol File: 15737-37-8.mol
• Article Data: 11

Chemical Properties

• Boiling Point: 380.9°C at 760 mmHg
• Flash Point: 184.2°C
• Density: 1.185g/cm³
• Vapor Pressure: 5.26E-06mmHg at 25°C
• Refractive Index: 1.573
• CAS DataBase Reference: 3-(4-chlorophenyl)-1,1-diethylurea(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(4-chlorophenyl)-1,1-diethylurea(15737-37-8)
• EPA Substance Registry System: 3-(4-chlorophenyl)-1,1-diethylurea(15737-37-8)

Safety Data

• Hazardous Substances Data: 15737-37-8(Hazardous Substances Data)

Usage

General Description

3-(4-chlorophenyl)-1,1-diethylurea, also known as diuron, is a chemical compound that belongs to the class of ureas. It is commonly used as a herbicide in agriculture to control the growth of unwanted plants and weeds. Diuron works by inhibiting the photosynthesis process in plants, leading to their eventual death. 3-(4-chlorophenyl)-1,1-diethylurea is known for its long-lasting effects in the environment and has been found to be persistent in soil and water, raising concerns about its potential impact on non-target organisms and ecosystems. Due to its potential environmental and health risks, the use of diuron has been restricted or banned in several countries.

Upstream product

• 104-12-1 p-chlorphenylisocyanate 
• 109-89-7 diethylamine 
• 2131-55-7 4-Chlorophenyl isothiocyanate 
• 100-00-5 4-chlorobenzonitrile 
• 13939-06-5 molybdenum hexacarbonyl 
• 1014-72-8 1-phenyl-3,3-diethylurea 
• 103-71-9 phenyl isocyanate 
• 201230-82-2 carbon monoxide 
• 106-47-8 4-chloro-aniline 
• 84784-24-7 3-(4-chlorophenyl)-1-(4-tolyl)-1-nitrosourea 
• 88-10-8 N,N-diethylcarbamyl chloride 

Downstream Products

• 1783-39-7 N-(p-Chlorphenyl)-N'.N'-diaethyl-formamidin 
• 30085-34-8 N-(4-chlorophenyl)-N'-hydroxyurea 
• 105363-76-6 C₂₂H₂₈Cl₂N₄O 
• 111669-89-7 1-(4-chlorophenyl)-3,3-diethyl-1-nitrosourea 
• 43013-74-7 N¹,N¹-Diethyl-N²-(p-chlorphenyl)-chlorformamidin 

Relevant articles and documents

Visible-light-promoted oxidative desulphurisation: A strategy for the preparation of unsymmetrical ureas from isothiocyanates and amines using molecular oxygen

A green and efficient visible-light promoted oxidative desulphurisation protocol has been proposed for the construction of unsymmetrical ureas under mild conditions with broad substrate scope and good functional group tolerance. Most appealingly, the reaction can proceed smoothly without adding any strong oxidants. Control experiments and computational studies support a mechanism involving water-assisted in situ generation of thioureas and photocatalytic oxidative desulphurisation. The present method provides a promising synthesis strategy for the formation of diverse and useful unsymmetrical urea derivatives in the fields of pharmaceutical and synthetic chemistry.

Efficient Direct Halogenation of Unsymmetrical N -Benzyl- and N -Phenylureas with Trihaloisocyanuric Acids

A simple and efficient methodology for the direct halogenation of N -phenylureas was developed using trihaloisocyanuric acids in acetonitrile at room temperature. This protocol proved to be effective for the construction of N -phenylureas with different patterns of substitution. Additionally, less reactive N -benzylureas were halogenated in the presence of a mixture of trifluoroacetic acid and acetonitrile at room temperature.

Hydroamination of carbodiimides, isocyanates, and isothiocyanates by a bis(phosphinoselenoic amide) supported titanium(IV) complex

The hydroamination of heterocumulenes such as carbodiimides, isocyanates, and isothiocyanates by a bis(phosphinoselenoic amide) supported titanium(iv) complex as a precatalyst is reported here. The titanium(iv) complex [{Ph2P(Se)NCH2CH2NPPh2(Se)}Ti(NMe2)2] (1) was synthesised by the reaction of tetrakis-(dimethylamido)titanium(iv) [Ti(NMe2)4] with [{Ph2P(Se)NHCH2CH2NHPPh2(Se)}] in toluene at ambient temperature. Titanium complex 1 proved to be a competent pre-catalyst for the addition of an amine N-H bond to carbodiimides, isocyanates, and isothiocyanates. The reaction scope was expanded to reactions of aliphatic and aromatic amines with phenylisocyanates and phenylisothiocyanates in toluene solvents proceeding rapidly at room temperature with 5 mol% catalyst loadings to yield the corresponding urea and thio-urea derivatives up to 99%. However, ambient temperature was needed for hydroamination of 1,3-dicyclohexylcarbodiimide. The amine addition reactions with isocyanates showed first order kinetics with respect to catalyst 1 as well as substrates. The most plausible mechanism for the hydroamination reaction was established by isolating 1,1-dimethylphenyl urea as a side product.