1792-17-2

Basic information

• Product Name: Dibutylurea
• Synonyms: n,n’-dibutylurea(asimpurity);Urea, N,N'-dibutyl-;urea,1,3-dibutyl-;N,N'-DI-N-BUTYLUREA;N,N'-DIBUTYLUREA;TIMTEC-BB SBB007953;1,3-DIBUTYLUREA;DIBUTYLUREA
• CAS NO: 1792-17-2
• Molecular Formula: C₉H₂₀N₂O
• Molecular Weight: 172.27
• EINECS: 217-258-7
• Product Categories: Agro-Products, Aliphatics, Metabolites & Impurities, Pharmaceuticals, Intermediates & Fine Chemicals
• Mol File: 1792-17-2.mol
• Article Data: 92

Chemical Properties

• Melting Point: 65-75 °C
• Boiling Point: 115°C 0,03mm
• Flash Point: 115°C/0.03mm
• Appearance: white to pink or light beige crystalline powder
• Density: 0.9845 (rough estimate)
• Vapor Pressure: 0.0172mmHg at 25°C
• Refractive Index: 1.5800 (estimate)
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• PKA: 14.44±0.46(Predicted)
• BRN: 1704165
• CAS DataBase Reference: Dibutylurea(CAS DataBase Reference)
• NIST Chemistry Reference: Dibutylurea(1792-17-2)
• EPA Substance Registry System: Dibutylurea(1792-17-2)

Safety Data

• Safety Statements: 24/25
• Hazardous Substances Data: 1792-17-2(Hazardous Substances Data)

Usage

Description

Dibutylurea is a white to pink or light beige crystalline powder that is a degradation product of Benomyl, which is the active ingredient in Benlate fungicides.

Uses

Used in Agricultural Industry:
Dibutylurea is used as a degradation product for [application reason] in the agricultural industry. It is formed as a result of the breakdown of Benomyl, the active ingredient in Benlate fungicides, which are used to control various fungal diseases in crops.
Used in Environmental and Analytical Chemistry:
Dibutylurea is used as a chemical marker for [application reason] in environmental and analytical chemistry. Its presence can indicate the degradation of Benomyl, which can be useful in monitoring the effectiveness of fungicides and their environmental impact.
Used in Research and Development:
Dibutylurea is used as a research compound for [application reason] in the development of new fungicides and understanding the degradation pathways of existing ones. Its study can contribute to the improvement of agricultural practices and the creation of more effective and environmentally friendly fungicides.

Preparation

The reactions under CO2 pressured conditions were carried out in a stainless steel reactor (SUS 304, 30 mL, TVS-5 type). Thus, butylamine (2.9 g, 40 mmol), Ph3SbO (370 mg, 1.0 mmol), P4S10 (890 mg, 2.0 mmol), and benzene (20 mL) were charged into the reactor, and then CO2 was introduced at a pressure of 4.9 MPa (50 kg cm-2, ca. 65 mmol) at room temperature. The reactor was heated at 80 ℃ in a temperature-regulated incubator for 12 h. When a reaction temperature higher than 100 ℃ was necessary, an oil bath was used. After the heating, the reactor was cooled and carefully decompressed. The contents were treated with hot benzene (3×20 mL) and filtered to remove an insoluble residue containing the catalyst and phosphoric acid derivatives. The collected benzene solution was then concentrated to dryness in vacuo with cooling. Pure 1,3-dibutylurea was isolated by recrystallization from ligroin (yield 2.99 g, 88%).

Synthesis Reference(s)

Synthetic Communications, 21, p. 1923, 1991 DOI: 10.1080/00397919108021783

InChI:InChI=1/C9H20N2O/c1-3-5-7-11(9(10)12)8-6-4-2/h3-8H2,1-2H3,(H2,10,12)

Upstream product

• 590-28-3 potassium cyanate 
• 109-69-3 n-Butyl chloride 
• 142-27-8 carbamic acid-(2-amino-ethyl ester) 
• 109-73-9 N-butylamine 
• 111-36-4 n-butyl isocyanide 
• 592-82-5 butyl isothiocyanate 
• 55769-51-2 <2-Butylcarbamoyloxy-aethyl>-butylcarbamat 
• 201230-82-2 carbon monoxide 
• 6376-70-1 6-chloro-3,4-dihydro-2H-1,4-benzothiazinone 
• 592-31-4 1-butyl-urea 
• 64573-66-6 Butyl-thiocarbamic acid; compound with butylamine 
• 75-64-9 tert-butylamine 
• 98-95-3 nitrobenzene 
• 22128-62-7 carbonochloridic acid, chloromethyl ester 

Downstream Products

• 41862-16-2 6-Amino-1,3-dibutylpyrimidine-2,4(1H,3H)-dione 
• 13909-67-6 N-Butyl-N'-phenylmethansulfonyl-harnstoff 
• 339-43-5 carbutamide 
• 6630-00-8 N-[4-({[(butylamino)carbonyl]amino}sulfonyl)phenyl]acetamide 
• 13909-64-3 N-(butylcarbamoyl)-4-chlorobenzenesulfonamide 
• 13738-74-4 3-(p-nitrobenzenesulfonyl)-1-butylurea 
• 10505-92-7 4-(butylcarbamoyl-sulfamoyl)-benzoic acid ethyl ester 
• 64-77-7 N-[(butylamino)carbonyl]-4-methyl-benzenesulfonamide 
• 109-73-9 N-butylamine 
• 603-54-3 N,N-diphenylurea 
• 33070-58-5 1,3,6,8-tetra-n-butylpyrimido<5,4-g>pteridine-2,4,5,7(1H,3H,6H,8H)-tetrone 10-oxide 
• 67-56-1 methanol 
• 111-36-4 n-butyl isocyanide 
• 619-37-4 N,N-di-n-butylurea 

Relevant articles and documents

Penicillium expansum lipase-coated magnetic Fe3O 4-polymer hybrid hollow nanoparticles: A highly recoverable and magnetically separable catalyst for the synthesis of 1,3-dibutylurea

Herein, amino-epoxy supports were innovatively imported onto magnetic nanoparticles (Fe3O4-polymer hybrid nanospheres) for immobilizing enzymes. This new support has a coating layer with dual functional groups (epoxy and amino-epoxy). Consequently, this support has great anionic exchange power and a high number of epoxy groups. The acquired immobilized Penicillium expansum lipase in combination with this heterofunctional support represents a novel class of heterogeneous catalyst towards the synthesis of 1,3-dibutylurea from ethylene carbonate and butylamine, which has not been very commonly catalyzed by enzymes. After optimization of the reaction conditions, the yield of 1,3-dibutylurea was 77% under solvent free conditions at 60 °C. Moreover, after completion of reaction, the catalyst was simply recovered by an external conventional magnet and recycled without significant loss in the catalytic activity (up to ten cycles). the Partner Organisations 2014.

Non-Fullerene Small Molecule Acceptors Containing Barbituric Acid End Groups for Use in High-performance OPVs

We synthesized two new bithiophene-based small molecules, TT-BBAR, and TT-OBAR, having butyl- and octyl-substituted barbituric acid (BAR) groups, respectively, via a well-known synthetic method, the Knoevenagel condensation, in high yield. These small mol

METHOD FOR PRODUCING CARBON DIOXIDE DERIVATIVE

PROBLEM TO BE SOLVED: To provide a method for producing a useful carbon dioxide derivative from carbon dioxide with low energy. SOLUTION: An amine is caused to absorb carbon dioxide, and without separating the carbon dioxide, it is then reacted with an acid catalyst and an olefin, thereby producing a carbon dioxide derivative, which serves as a raw material for polyurethane. SELECTED DRAWING: None COPYRIGHT: (C)2021,JPOandINPIT

METHOD OF PREPARING UREA USING AMINE COMPOUND AND CARBON DIOXIDE

Disclosed is a production method of urea using an amine compound and carbon dioxide. The production method of urea includes a step of producing urea by using the amine compound and a 2-pyrrolidone derivative as a solvent and reacting with the carbon dioxide, thereby producing high yield cyclic urea under mild reaction conditions and no catalyst conditions.