1,3-Dimethyl-1,3-diphenylurea

Base Information

• Chemical Name: 1,3-Dimethyl-1,3-diphenylurea
• CAS No.: 611-92-7
• Molecular Formula: C15H16N2O
• Molecular Weight: 240.305
• Hs Code.: DERIVATION
• European Community (EC) Number: 210-283-4
• NSC Number: 59781
• UNII: EN824LB0NY
• DSSTox Substance ID: DTXSID3044964
• Nikkaji Number: J13.679D
• Wikidata: Q27277255
• ChEMBL ID: CHEMBL3827384
• Mol file: 611-92-7.mol

Synonyms:1,3-Dimethyl-1,3-diphenylurea;611-92-7;N,N'-Dimethyl-N,N'-diphenylurea;Centralite II;Methyl centralite;Urea, N,N'-dimethyl-N,N'-diphenyl-;N,N'-Dimethylcarbanilide;Centralit II;Centralite-2;Carbanilide, N,N'-dimethyl-;N,N'-Dimethyl carbanilide;NSC 59781;EINECS 210-283-4;UNII-EN824LB0NY;BRN 2126077;EN824LB0NY;NSC-59781;Zentralit II;Explosion regulator;N,N-DIMETHYL-N,N-DIPHENYLUREA;DIMETHYLCARBANILIDE;Carbanilide,N'-dimethyl-;Dimethyl-1,3-diphenylurea;WLN: 1NR&VN1&R;SCHEMBL320116;CHEMBL3827384;DTXSID3044964;N,N`-dimethyl-N,N`-diphenylurea;Urea,N'-dimethyl-N,N'-diphenyl-;NSC59781;MFCD00025642;AKOS003274744;DS-9099;65923-65-1;LS-51577;CS-0151263;D0712;FT-0629554;CARBANILIDE, .ALPHA.,.BETA.-DIMETHYL-;D70354;Q27277255

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

Chemical Property:

• Appearance/Colour: White to grey crystalline powder
• Vapor Pressure: 4.53E-05mmHg at 25°C
• Melting Point: 120-122 °C(lit.)
• Refractive Index: 1.639
• Boiling Point: 350 °C at 760 mmHg
• PKA: 0.68±0.50(Predicted)
• Flash Point: 142.6 °C
• PSA: 23.55000
• Density: 1.161 g/cm³
• LogP: 3.37920
• Storage Temp.: 2-8°C
• Water Solubility.: soluble in alcohol, ether and benzene, insoluble in water.
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 240.126263138
• Heavy Atom Count: 18
• Complexity: 242

Purity/Quality:

99%, ^*data from raw suppliers

CentraliteII ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C1=CC=CC=C1)C(=O)N(C)C2=CC=CC=C2
• Uses: Detection of Methyl Centralite (MC) as gunshot residues (GSR) has been developed.

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

There total 32 articles about 1,3-Dimethyl-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: 95.0%

N-phenyl-N-methylcarbamoyl chloride (4285-42-1) → 1,3-dimethyl-1,3-diphenylurea (611-92-7)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium hydrogencarbonate; In 1,4-dioxane; at 100 ℃; for 48h; Reagent/catalyst; Solvent; Temperature; Catalytic behavior; Schlenk technique; Inert atmosphere;

DOI:10.1080/00397911.2020.1793207

Reference yield: 92.0%

dimethyl sulfate (77-78-1) + bis(diphenyl)urea (102-07-8) → 1,3-dimethyl-1,3-diphenylurea (611-92-7)

Guidance literature:

With sodium hydroxide; potassium carbonate; butyltriethylammonium hydrogen sulfate; In toluene; for 3h; Heating;

Reference yield: 88.0%

N-methylaniline (100-61-8) + 3-methyl-1-{[methyl(phenyl)amino]carbonyl}-1H-imidazol-3-ium iodide → 1,3-dimethyl-1,3-diphenylurea (611-92-7)

Guidance literature:

With triethylamine; In dichloromethane; for 4h; Ambient temperature;

DOI:10.1016/S0040-4039(98)01330-6

upstream raw materials:

phosgene

N-methyl-N-phenyl-benzenemethanamine

N-phenyl-N-methylcarbamoyl chloride

1-methyl-1,3-diphenyl-thiourea

Downstream raw materials:

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

N,N'-Dimethyl-N,N'-diphenylthioharnstoff

tris(N,N'-dimethyl-N,N'-diphenylurea)tetrachlorothorium(IV)

N,N-dimethyl-aniline

Refernces

• 1、 Yamasaki, Ryu,Iida, Mana,Ito, Ai,Fukuda, Kazuo,Tanatani, Aya,Kagechika, Hiroyuki,Masu, Hyuma,Okamoto, Iwao. "Crystal Engineering of N,N′-Diphenylurea Compounds Featuring Phenyl-Perfluorophenyl Interaction". . p. 5858 - 5866. Retrieved 2017/11/07.
• 2、 Patil-Sen, Yogita,Dennison, Sarah R.,Snape, Timothy J.. "Functional foldamers that target bacterial membranes: The effect of charge, amphiphilicity and conformation". . p. 4241 - 4245. Retrieved 2016/08/23.