2589-21-1

Basic information

• Product Name: 1-Phenyl-3,3-dibutylurea
• Synonyms: 1,1-Dibutyl-3-phenylurea;1-Phenyl-3,3-dibutylurea;N,N-Dibutyl-N'-phenylurea
• CAS NO: 2589-21-1
• Molecular Formula: C₁₅H₂₄N₂O
• Molecular Weight: 248.36
• Mol File: 2589-21-1.mol
• Article Data: 17

Chemical Properties

• Boiling Point: 405°C at 760 mmHg
• Flash Point: 198.7°C
• Appearance: /
• Density: 1.012g/cm³
• Vapor Pressure: 9.07E-07mmHg at 25°C
• Refractive Index: 1.537
• CAS DataBase Reference: 1-Phenyl-3,3-dibutylurea(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Phenyl-3,3-dibutylurea(2589-21-1)
• EPA Substance Registry System: 1-Phenyl-3,3-dibutylurea(2589-21-1)

Safety Data

• Hazardous Substances Data: 2589-21-1(Hazardous Substances Data)

Usage

Appearance

White to off-white solid

Molecular weight

276.4 g/mol

Usage

Intermediate in the synthesis of pharmaceuticals and agrochemicals, potential anti-tumor properties

Primary use

Research and development, chemical synthesis processes

Safety

Handle with care and follow proper safety protocols in laboratory settings

InChI:InChI=1/C15H24N2O/c1-3-5-12-17(13-6-4-2)15(18)16-14-10-8-7-9-11-14/h7-11H,3-6,12-13H2,1-2H3,(H,16,18)

Upstream product

• 6327-52-2 N-phenyl-O-octyl urethane 
• 111-92-2 dibutylamine 
• 121225-37-4 phenyl-carbamic acid-(1-methyl-heptyl ester) 
• 102-07-8 bis(diphenyl)urea 
• 103-70-8 Formanilid 
• 103-71-9 phenyl isocyanate 
• 4930-03-4 phenyl N-phenylcarbamate 
• 201230-82-2 carbon monoxide 
• 20732-26-7 lithium anilide 
• 98-95-3 nitrobenzene 
• 102-01-2 N-phenylacetoacetamide 
• 57709-64-5 N¹-(2-aminophenyl)-N²-phenylurea 
• 5848-65-7 hexabutyl triamidophosphite 
• 62-53-3 aniline 

Downstream Products

• 102-07-8 bis(diphenyl)urea 
• 68011-96-1 dibutyl-carbamic acid 
• 62-53-3 aniline 
• 111-92-2 dibutylamine 
• 1783-31-9 N-Phenyl-N'N'-dibutyl-formamidin 

Relevant articles and documents

Synthesis of ureas in the bio-alternative solvent Cyrene

Cyrene as a bio-alternative solvent: a highly efficient, waste minimizing protocol for the synthesis of ureas from isocyanates and secondary amines in the bio-available solvent Cyrene is reported. This method eliminated the use of toxic solvents, such as

Spectroscopic kinetic study of the interaction of urethanes with amines

The exchange reactions of phenyl-N-phenylurethane with amines varying in structure and nature have been investigated in o-dichlorobenzene. In the absence of a catalyst and proton-donating compound, the unimolecular decomposition of phenyl-N-phenylurethane into isocyanate and alcohol takes place at a noticeable rate starting at 250°C. The exchange reactions at 60-80°C proceed as a direct exchange between the urethane and the proton donor and are second-order up to high conversions, practically until the disappearance of the entire urethane. The activation energies and apparent rate constants of the exchange reactions of phenyl-N-phenylurethane with various amines have been determined. The results have been explained in terms of the dependence of kinetic parameters of the reaction on the amine nature, structure, and nucleophilicity, on the steric accessibility of the amino group, and on the molecular organization of the solution. Pleiades Publishing, Ltd., 2013.

Synthesis of unsymmetrical ureas by sulfur-assisted carbonylation with carbon monoxide and oxidation with molecular oxygen under mild conditions

With ambient pressure of carbon monoxide and oxygen at room temperature, N,N-dialkyl-N′-arylureas were selectively accessible from secondary amines, aromatic amines, and sulfur in good to excellent yields. For example, N-butyl-N-methyl-N′-(3,4-dichlorophenyl)urea, which is used as a herbicide (neburon), was afforded successfully from butylmethylamine (2 equiv), 3,4-dichloroaniline (1 equiv) and sulfur (1 equiv) in 79% (21.8 g) yield using carbon monoxide (0.1 MPa) and oxygen (0.1 MPa) at 20°C in DMF. Georg Thieme Verlag Stuttgart.