1,3-Dimethylurea

Base Information

• Chemical Name: 1,3-Dimethylurea
• CAS No.: 96-31-1
• Deprecated CAS: 475470-59-8
• Molecular Formula: C3H8N2O
• Molecular Weight: 88.1093
• Hs Code.: 3102.10
• European Community (EC) Number: 202-498-7
• ICSC Number: 1745
• NSC Number: 24823,14910
• UNII: WAM6DR9I4X
• DSSTox Substance ID: DTXSID5025156
• Nikkaji Number: J4.720A
• Wikipedia: Dimethylurea
• Wikidata: Q419740
• Metabolomics Workbench ID: 43738
• ChEMBL ID: CHEMBL1234380
• Mol file: 96-31-1.mol

Synonyms:Urea,1,3-dimethyl- (8CI);N,N'-Dimethylurea;NSC 14910;NSC 24823;Symmetric dimethylurea;sym-Dimethylurea;

Chemical Property of 1,3-Dimethylurea

Chemical Property:

• Appearance/Colour: white flake
• Vapor Pressure: 0.00744mmHg at 25°C
• Melting Point: 101-104 °C(lit.)
• Refractive Index: 1.413
• Boiling Point: 269 °C at 760 mmHg
• PKA: 14.57±0.46(Predicted)
• Flash Point: 124.3 °C
• PSA: 41.13000
• Density: 0.949 g/cm³
• LogP: 0.32700
• Storage Temp.: Store at RT.
• Solubility.: H2O: 0.1 g/mL, clear, colorless
• Water Solubility.: 765 g/L (21.5 ºC)
• XLogP3: -0.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 88.063662883
• Heavy Atom Count: 6
• Complexity: 46.8

Purity/Quality:

97% ^*data from raw suppliers

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

Safty Information:

• Statements: 62-63-68
• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Urea Compounds
• Canonical SMILES: CNC(=O)NC
• Inhalation Risk: No indication can be given about the rate at which a harmful concentration of this substance in the air is reached.
• Effects of Short Term Exposure: The substance is mildly irritating to the eyes and skin.
• Description: 1, 3-Dimethylurea is a urea derivative and used as an intermediate in organic synthesis. It is a colorless crystalline powder with little toxicity. It is also used for synthesis of caffeine, pharmachemicals, textile aids, herbicides and other. In the textile processing industry 1,3-dimethylurea is used as intermediate for the production of formaldehyde-free easy-care finishing agents for textiles. In the Swiss Product Register there are 38 products containing 1,3-dimethylurea, among them 17 products intended for consumer use. Product types are e.g. paints and cleaning agents. The content of 1,3-dimethylurea in consumer products is up to 10 % (Swiss Product Register, 2003). Use in cosmetics has been proposed, but there is no information available as to its actual use in such applications.
• Uses: N,N′-Dimethylurea can be used:As a starting material to synthesize N,N′-dimethyl-6-amino uracil. In combination with β-cyclodextrin derivatives, to form low melting mixtures (LMMs), which can be used as solvents for hydroformylation and Tsuji-Trost reactions.To synthesize N,N′-disubstituted-4-aryl-3,4-dihydropyrimidinones via Biginelli condensation under solvent-free conditions.

Technology Process of 1,3-Dimethylurea

There total 79 articles about 1,3-Dimethylurea 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: 90.0%

1,3-Dimethyl-5-(1-phenyl-ethyl)-[1,3,5]triazinan-2-one (130749-94-9) → N,N'-Dimethylurea (96-31-1) + rac-methylbenzylamine (618-36-0)

Guidance literature:

With ammonium chloride; at 70 ℃; for 3h; other hexahydro-2-oxo-1,3,5-triazines;

DOI:10.1016/0040-4039(90)80084-Y

Reference yield:

acetylhydroxamic acid (546-88-3) + 4-Fluoronitrobenzene (350-46-9,178603-76-4) → 4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) + N,N'-Dimethylurea (96-31-1) + methylamine (74-89-5)

Guidance literature:

With potassium carbonate; In dimethylsulfoxide-d6; at 80 ℃; for 2h;

DOI:10.1021/acs.orglett.6b00876

Reference yield:

methyltrimethylsilylamine (16513-17-0) + N,N'-Dimethyl-N-trimethylsilyl-harnstoff (18182-15-5) + 2,2,2,4,4,4-hexafluoro-1,3-dimethyl-1,3,2λ5,4λ5-diazadiphosphetidine (3880-04-4) → trimethylsilyl fluoride (420-56-4) + N,N'-Dimethylurea (96-31-1) + 1,1,3,3,5,5,7,7,-Octafluoro-2,4,6,8,9,10-hexamethyl-2,6,9,10-tetraaza-4,8-diazonia-1λ5,5λ5-diphospha-3λ6,7λ6-diphosphato-penta-cyclo<5.1.1.1.3,5.03,8.04,7>decan (65704-31-6)

Guidance literature:

With Methylamine; compound with GENERIC INORGANIC NEUTRAL COMPONENT; cesium fluoride; In benzene; for 4h; Heating;

DOI:10.1007/BF00900000

upstream raw materials:

1,3-bis(hydroxymethyl)urea

N,N'-bis(methoxymethyl)urea

methylammonium N-methylcarbamate

methyl isocyanate

Downstream raw materials:

5-isopentyl-1,3-dimethylpyrimidine-2,4,6(1H,3H,5H)-trione

3,5-dimethyl-[1,3,5]-oxadiazinan-4-one

1,3,5,7-tetramethyloctahydro-1,3,5,7-tetraazocine-2,5-dione

N-(diphenylmethyl)methylamine

Refernces

• 1、 Avalos,Babiano,Cintas,Chavero,Higes,Jimenez,Palacios,Silvero. "Reactions of 2-amino-2-thiazolines with isocyanates and isothiocyanates. Chemical and computational studies on the regioselectivity, adduct rearrangement, and mechanistic pathways". . p. 8882 - 8892. Retrieved 2000.
• 2、 Jetz,Angelici. "". . p. 3799,3802. Retrieved 1972.
• 3、 -. "METHOD FOR ALKYLATING AN AMINO COMPOUND". Page/Page column 14; 15. . Retrieved 2018/06/12.
• 4、 Basu, Priyanka,Riyajuddin, Sk,Dey, Tusar Kanto,Ghosh, Aniruddha,Ghosh, Kaushik,Islam, Sk Manirul. "Synthesis and architecture of polystyrene-supported Schiff base-palladium complex: Catalytic features and functions in diaryl urea preparation in conjunction with Suzuki-Miyaura cross-coupling reaction by reductive carbonylation". . p. 37 - 50. Retrieved 2018/10/02.