N,N'-Dibutylurea

Base Information

• Chemical Name: N,N'-Dibutylurea
• CAS No.: 1792-17-2
• Molecular Formula: C9H20N2O
• Molecular Weight: 172.271
• Hs Code.: 2924199090
• European Community (EC) Number: 217-258-7
• NSC Number: 131939
• UNII: J2HUG1I10W
• DSSTox Substance ID: DTXSID3042188
• Nikkaji Number: J3.377D
• Wikidata: Q27281062
• ChEMBL ID: CHEMBL3186549
• Mol file: 1792-17-2.mol

Synonyms:DBU cpd;N,N'-dibutylurea

Chemical Property of N,N'-Dibutylurea

Chemical Property:

• Appearance/Colour: white to pink or light beige crystalline powder
• Vapor Pressure: 0.0172mmHg at 25°C
• Melting Point: 65-75 °C
• Refractive Index: 1.463
• Boiling Point: 310.9 °C at 760 mmHg
• PKA: 14.44±0.46(Predicted)
• Flash Point: 124.1 °C
• PSA: 41.13000
• Density: 0.897 g/cm³
• LogP: 2.66760
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 6
• Exact Mass: 172.157563266
• Heavy Atom Count: 12
• Complexity: 103

Purity/Quality:

98%,99%, ^*data from raw suppliers

N,N''-Dibutylurea ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCCCNC(=O)NCCCC
• Uses: N,N'-Dibutylurea is a degradation product of Benomyl, the active ingredient in Benlate fungicides. N,N''-Dibutylurea is a degradation product of Benomyl, the active ingredient in Benlate fungicides.

Technology Process of N,N'-Dibutylurea

There total 92 articles about N,N'-Dibutylurea which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

carbon monoxide (201230-82-2) + N-butylamine (109-73-9,85404-21-3) → N,N'-di-n-butylurea (1792-17-2)

Guidance literature:

With 2C₇H₉N₄*Au⁽¹⁺⁾*Cu⁽¹⁺⁾*2I^(1-); In toluene; at 20 ℃; Autoclave;

DOI:10.1002/anie.201914089

Reference yield: 95.0%

N-butylamine (109-73-9,85404-21-3) + urea (57-13-6) → N,N'-di-n-butylurea (1792-17-2)

Guidance literature:

With PEG-400; cerium(III) chloride; potassium iodide; In water; for 0.133333h; microwave irradiation;

DOI:10.1080/00397910500187126

Reference yield: 91.0%

n-butyl isocyanide (111-36-4) → N,N'-di-n-butylurea (1792-17-2)

Guidance literature:

n-butyl isocyanide; With [nido-6-Mn(CO)₃B₉H₁₃][NMe₄]; In dichloromethane; for 0.166667h; Sonication; Inert atmosphere;

In dichloromethane; for 0.166667h; Irradiation; Inert atmosphere;

DOI:10.1016/j.poly.2018.04.028

upstream raw materials:

potassium cyanate

n-Butyl chloride

carbamic acid-(2-amino-ethyl ester)

N-butylamine

Downstream raw materials:

6-Amino-1,3-dibutylpyrimidine-2,4(1H,3H)-dione

N-nitroso-1,3-dibutylurea

n-butyl isocyanide

methanol

Refernces

• 1、 Durand,Lassau. "". . p. 2329. Retrieved 1969.
• 2、 Mizuno, Takumi,Kino, Takanobu,Ito, Takatoshi,Miyata, Toshiyuki. "Synthesis of sulfonylurea derivatives used as oral antidiabetics by the selenium-assisted carbonylation using carbon monoxide with sulfur". . p. 3081 - 3089. Retrieved 2000.
• 3、 -. "Method for photocatalytic synthesis of substituted urea compound". Paragraph 0045-0046; 0057. . Retrieved 2021/06/09.
• 4、 Cao, Yanwei,Yang, Jian-Gong,Deng, Yi,Wang, Shengchun,Liu, Qi,Shen, Chaoren,Lu, Wei,Che, Chi-Ming,Chen, Yong,He, Lin. "Amine-Responsive Disassembly of AuI–CuI Double Salts for Oxidative Carbonylation". supporting information. p. 2080 - 2084. Retrieved 2019/12/24.