1,3-Diethyl-1,3-diphenylurea

Base Information

• Chemical Name: 1,3-Diethyl-1,3-diphenylurea
• CAS No.: 85-98-3
• Molecular Formula: C17H20N2O
• Molecular Weight: 268.359
• Hs Code.: DERIVATION
• European Community (EC) Number: 201-645-2
• NSC Number: 44038,28779
• UNII: 4169Z9SDJG
• DSSTox Substance ID: DTXSID8025040
• Nikkaji Number: J4.931J
• Wikipedia: Centralite
• Wikidata: Q5062193
• ChEMBL ID: CHEMBL1566472
• Mol file: 85-98-3.mol

Synonyms:centralite;diethyldiphenylurea;N,N'-diethylcarbanilide

Chemical Property of 1,3-Diethyl-1,3-diphenylurea

Chemical Property:

• Appearance/Colour: white crystalline powder
• Vapor Pressure: 7.74E-06mmHg at 25°C
• Melting Point: 73-75 °C(lit.)
• Refractive Index: 1.591
• Boiling Point: 379 °C at 760 mmHg
• PKA: 0.63±0.50(Predicted)
• Flash Point: 150.8 °C
• PSA: 23.55000
• Density: 1.118 g/cm³
• LogP: 4.15940
• Storage Temp.: 2-8°C
• Solubility.: acetone: soluble(lit.)
• Water Solubility.: Insoluble watery, soluble in most organic solvents.
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 268.157563266
• Heavy Atom Count: 20
• Complexity: 265

Purity/Quality:

99%, ^*data from raw suppliers

1,3-Diethyl-1,3-diphenylurea ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F,Xn
• Hazard Codes: F,Xn
• Statements: 11-20/21/22-36-52/53-22
• Safety Statements: 22-24/25-36/37-16-61

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCN(C1=CC=CC=C1)C(=O)N(CC)C2=CC=CC=C2
• Uses: 1,3-Diethyl-1,3-diphenylurea is a gunshot residue and a stabilizer for smokeless powder. As stabilizer of smokeless explosives.

Technology Process of 1,3-Diethyl-1,3-diphenylurea

There total 12 articles about 1,3-Diethyl-1,3-diphenylurea 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: 97.0%

diethyl sulfate (64-67-5) + bis(diphenyl)urea (102-07-8) → ethyl centralite (85-98-3)

Guidance literature:

With sodium hydroxide; potassium carbonate; tetra(n-butyl)ammonium hydrogensulfate; In toluene; for 3h; Heating;

Reference yield: 59.0%

N-ethyl-N-phenyl carbamoyl chloride (33758-39-3) → ethyl centralite (85-98-3)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium hydrogencarbonate; In 1,4-dioxane; at 100 ℃; for 48h; Schlenk technique; Inert atmosphere;

DOI:10.1080/00397911.2020.1793207

Reference yield: 48.0%

carbon monoxide (201230-82-2) + N-ethyl-N-phenylamine (103-69-5) → ethyl centralite (85-98-3)

Guidance literature:

With oxygen; potassium iodide; In neat (no solvent); at 122 ℃; for 6h; Green chemistry;

DOI:10.1039/c9gc01577a

upstream raw materials:

pyridine

N-ethyl-N-phenyl carbamoyl chloride

benzamide

N,N'-diethyl-N,N'-diphenyl-thiourea

Downstream raw materials:

1,3-diethyl-1,3-bis(4-nitrophenyl)urea

1,3-bis(2,4-dinitrophenyl)-1,3-diethylurea

MoCl₄((EtPhN)₂CO)

Refernces

• 1、 Liu, Shujuan,Dai, Xingchao,Wang, Hongli,Shi, Feng. "Organic ligand and solvent free oxidative carbonylation of amine over Pd/TiO2 with unprecedented activity". supporting information. p. 4040 - 4045. Retrieved 2019/08/07.