1,3-Dimethyl-1,3-diphenylurea

1,3-Dimethyl-1,3-diphenylurea Basic information
Product Name: 1,3-Dimethyl-1,3-diphenylurea
Synonyms:N,N-DIMETHYL CARBANILIDE;N,N'-DIMETHYLCARBANILIDE;N,N'-DIMETHYL-N,N'-DIPHENYLUREA;1,3-DIMETHYL-1,3-DIPHENYLUREA;METHYL CENTRALITE;N,N'-Dimethyl-N,N'-diphenylharnstoff;sym-Dimethyldiphenylurea;Carbanilide, N,N'-dimethyl-
CAS:611-92-7
MF:C15H16N2O
MW:240.3
EINECS:210-283-4
Product Categories:Industrial/Fine Chemicals;Carbonyl Compounds;Organic Building Blocks;Ureas
Mol File:611-92-7.mol
	1,3-Dimethyl-1,3-diphenylurea Structure
1,3-Dimethyl-1,3-diphenylurea Chemical Properties
Melting point 120-122 °C(lit.)
Boiling point 383.02°C (rough estimate)
density 1.0611 (rough estimate)
vapor pressure 0.001Pa at 25℃
refractive index 1.6390 (estimate)
storage temp. 2-8°C
solubility Dichloromethane (Slightly), DMSO (Slightly), Methanol (Very Slightly)
pka0.68±0.50(Predicted)
form Solid
color White to Pale Green
Water Solubility 76.42mg/L at 20℃
InChIInChI=1S/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
InChIKeyADCBKYIHQQCFHE-UHFFFAOYSA-N
SMILESN(C)(C1=CC=CC=C1)C(N(C)C1=CC=CC=C1)=O
LogP2.82 at 25℃
CAS DataBase Reference611-92-7(CAS DataBase Reference)
EPA Substance Registry SystemUrea, N,N'-dimethyl-N,N'-diphenyl- (611-92-7)
Safety Information
Safety Statements 22-24/25
WGK Germany 2
RTECS FE0600000
MSDS Information
ProviderLanguage
SigmaAldrich English
1,3-Dimethyl-1,3-diphenylurea Usage And Synthesis
Chemical PropertiesCentralite II, also known as 1,3-Dimethyl-1,3-diphenylurea, is a white to grey crystalline powder that is soluble in water, alcohol, acetone, and chloroform. This substance is commonly used as a burning rate moderator and stabilizer for smokeless powder, as well as a plasticizer for celluloid.
UsesDetection of Methyl Centralite (MC) as gunshot residues (GSR) has been developed.
Preparation1,3-Dimethyl-1,3-diphenylurea can be synthesized through the reaction of methylaniline and phosgene.
Description1,3-Dimethyl-1,3-diphenylurea for Stabilizer and propellant, and production of intermediates of organic chemicals.
ApplicationCentralite II can be used as a stabilizer for smokeless powder, explosives, nitrates and smokeless fuels, as well as intermediates for fine chemicals.
Flammability and ExplosibilityNotclassified
SynthesisTo a 10 mL Schlenk tube equipped with a magnetic stirring bar was charged with arylcarbamoyl chlorides (0.2 mmol, 1.0 equiv), and KHCO3 (40 mg, 0.4 mmol), and then Pd(PPh3)4 (0.01 mmol, 11.56 mg) were added. Finally, 1,4-dioxane (1.0 mL) was added to the mixture via syringe at room temperature under N2. The tube was sealed and put into a preheated oil bath a 100 °C for 48 h. The mixture was cooled to room temperature, quenched with water (5 mL), and diluted with ethyl acetate (5 mL). The layers were separated, and the aqueous layer was extracted with 2 × 5 mL of ethyl acetate. The combined organic extracts were dried over anhydrous sodium sulfate, filtered, and concentrated in vacuo. The crude product of 1,3-dimethyl-1,3-diphenylurea was purified by flash chromatography on silica gel (H), using 30-35% ethyl acetate/petroleum ether as the eluent.
storageStore in original tightly closed containers in a dry, cool and well-ventilated area.
1,3-Dimethyl-1,3-diphenylurea Preparation Products And Raw materials
AURORA KA-3218 AURORA KA-6057 AURORA KA-3840 1,3-BIS(4-METHYLPHENYL)-5-((4-CHLOROPHENYL)METHYLENE)-1,3-DIAZAPERHYDROINE-2,4,6-TRIONE AKOS B028777 AURORA KA-4914 N,N'-DIETHYL-N,N'-DIPHENYLUREA AURORA KA-3223 1,3-BIS(4-METHYLPHENYL)-5-((4-METHOXYPHENYL)METHYLENE)-1,3-DIAZAPERHYDROINE-2,4,6-TRIONE AURORA KA-4968 SALOR-INT L308773-1EA 1,3-DIPHENYL-6-[(1,1,1-TRIPHENYL-LAMBDA5-PHOSPHANYLIDENE)AMINO]-1,2,3,4-TETRAHYDROPYRIMIDINE-2,4-DIONE 1,3-DIPHENYLPARABANIC ACID 1,3-Dimethyl-1,3-diphenylurea AURORA KA-4130 AURORA KA-6376 5-((3,4-DIMETHOXYPHENYL)METHYLENE)-1,3-BIS(4-METHYLPHENYL)-1,3-DIAZAPERHYDROINE-2,4,6-TRIONE AURORA KA-3830

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