611-92-7

Basic information

• Product Name: N,N'-DIMETHYL-N,N'-DIPHENYLUREA
• Synonyms: N,N-DIMETHYL CARBANILIDE;N,N'-DIMETHYLCARBANILIDE;N,N'-DIMETHYL-N,N'-DIPHENYLUREA;1,3-DIMETHYL-1,3-DIPHENYLUREA;METHYL CENTRALITE;sym-Dimethyldiphenylurea;N,N'-Dimethyl-N,N'-diphenylharnstoff;Carbanilide, N,N'-dimethyl-
• CAS NO: 611-92-7
• Molecular Formula: C15H16N2O
• Molecular Weight: 240.3
• EINECS: 210-283-4
• Product Categories: Industrial/Fine Chemicals;Carbonyl Compounds;Organic Building Blocks;Ureas
• Mol File: 611-92-7.mol
• Article Data: 10

Chemical Properties

• Melting Point: 120-122 °C(lit.)
• Boiling Point: 383.02°C (rough estimate)
• Flash Point: 142.6 °C
• Appearance: /
• Density: 1.0611 (rough estimate)
• Vapor Pressure: 4.53E-05mmHg at 25°C
• Refractive Index: 1.6390 (estimate)
• Storage Temp.: 2-8°C
• PKA: 0.68±0.50(Predicted)
• Water Solubility: soluble in alcohol, ether and benzene, insoluble in water.
• CAS DataBase Reference: N,N'-DIMETHYL-N,N'-DIPHENYLUREA(CAS DataBase Reference)
• NIST Chemistry Reference: N,N'-DIMETHYL-N,N'-DIPHENYLUREA(611-92-7)
• EPA Substance Registry System: N,N'-DIMETHYL-N,N'-DIPHENYLUREA(611-92-7)

Safety Data

• Safety Statements: 22-24/25
• WGK Germany: 2
• RTECS: FE0600000
• Hazardous Substances Data: 611-92-7(Hazardous Substances Data)

Usage

Uses

Detection of Methyl Centralite (MC) as gunshot residues (GSR) has been developed.

Flammability and Explosibility

Notclassified

InChI:InChI=1/C15H16N2O/c1-16(13-9-5-3-6-10-13)15(18)17(2)14-11-7-4-8-12-14/h3-12H,1-2H3

Upstream product

• 75-44-5 phosgene 
• 614-30-2 N-methyl-N-phenyl-benzenemethanamine 
• 4285-42-1 N-phenyl-N-methylcarbamoyl chloride 
• 4949-93-3 1-methyl-1,3-diphenyl-thiourea 
• 5076-39-1 N,N'-Dimethyl-N,N'-diphenylthioharnstoff 
• 121-69-7 N,N-dimethyl-aniline 
• 93-61-8 N-methyl-N-phenylformamide 
• 102-08-9 N,N-diphenylthiourea 
• 74-88-4 methyl iodide 
• 7722-84-1 dihydrogen peroxide 
• 124-38-9 carbon dioxide 
• 100-61-8 N-methylaniline 
• 90559-25-4 1-Methyl-1-phenyl-biuret 
• 1142173-21-4 1-(2-iodophenyl)-1,3-dimethyl-3-phenylurea 

Downstream Products

• 5076-39-1 N,N'-Dimethyl-N,N'-diphenylthioharnstoff 
• 2044-88-4 N-methyl-2,4-dinitroaniline 
• 34594-47-3 1,3-dimethyl-1,3-bis(4-nitrophenyl)urea 
• 100-15-2 N-methyl(p-nitroaniline) 
• 110485-45-5 trans-bis(N,N'-diphenyl-N,N'-dimethyl urea)tetraiodouranium(IV) 
• 121-69-7 N,N-dimethyl-aniline 
• 1033342-93-6 1-methyl-3,4-diphenylquinolin-2(1H)-one 
• 1145-27-3 N,N’-dimethyl-N,N’-diphenylmethanediamine 
• 100-61-8 N-methylaniline 
• 33087-96-6 tris(N,N'-dimethyl-N,N'-diphenylurea)tetrachlorothorium(IV) 
• 55676-48-7 N,N'-bis-(2,4-dinitro-phenyl)-N,N'-dimethyl-urea 
• 118619-52-6 1,3-dimethyl-1-(4-nitrophenyl)-3-phenylurea 

Relevant articles and documents

Palladium-catalyzed decarbonylative C–N coupling to convert arylcarbamoyl chlorides to urea derivatives

This paper describes the development of a palladium-catalyzed decarbonylative C–N coupling reaction that transforms arylcarbamoyl chlorides into tetrasubstituted ureas under a nitrogen atmosphere. A broad range of functional groups are compatible with this reaction, and diverse urea derivatives can be obtained with good to high yields.

Heavily Substituted Atropisomeric Diarylamines by Unactivated Smiles Rearrangement of N-Aryl Anthranilamides

Diarylamines find use as metal ligands and as structural components of drug molecules, and are commonly made by metal-catalyzed C?N coupling. However, the limited tolerance to steric hindrance of these couplings restricts the synthetic availability of more substituted diarylamines. Here we report a remarkable variant of the Smiles rearrangement that employs readily accessible N-aryl anthranilamides as precursors to diarylamines. Conformational predisposition of the anthranilamide starting material brings the aryl rings into proximity and allows the rearrangement to take place despite the absence of electron-withdrawing substituents, and even with sterically encumbered doubly ortho-substituted substrates. Some of the diarylamine products are resolvable into atropisomeric enantiomers, and are the first simple diarylamines to display atropisomerism.

B(C6F5)3-catalyzed methylation of amines using CO2 as a C1 building block

B(C6F5)3 was proven to be an efficient metal-free catalyst for the methylation of amines using CO2 as a C1 building block in the presence of hydrosilanes under easy-handling conditions. A broad range of N-alkylanilines, dialkylamines and primary anilines all proceeded well under the catalytic conditions.