Methylurea

Base Information

• Chemical Name: Methylurea
• CAS No.: 598-50-5
• Molecular Formula: C2H6N2O
• Molecular Weight: 74.0824
• Hs Code.: 29241900
• European Community (EC) Number: 209-935-0
• UNII: VZ89YBW3P8
• DSSTox Substance ID: DTXSID5060510
• Nikkaji Number: J2.718I
• Wikidata: Q5476523
• Metabolomics Workbench ID: 67620
• Mol file: 598-50-5.mol

Synonyms:methylurea;monomethylurea

Chemical Property of Methylurea

Chemical Property:

• Appearance/Colour: White, crystalline needles.
• Vapor Pressure: 19.8mmHg at 25°C
• Melting Point: ~93 °C
• Refractive Index: 1.432
• Boiling Point: 114.6 °C at 760 mmHg
• PKA: 14.38±0.46(Predicted)
• Flash Point: 23.1 °C
• PSA: 55.12000
• Density: 1.041 g/cm³
• LogP: 0.37570
• Storage Temp.: Store below +30°C.
• Solubility.: 1000g/l (Lit.)
• Water Solubility.: 1000 g/L (20 ºC)
• XLogP3: -1.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 74.048012819
• Heavy Atom Count: 5
• Complexity: 42.9

Purity/Quality:

99% ^*data from raw suppliers

N-Methylurea ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-68-37-20/21/22
• Safety Statements: 22-36-45-36/37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Urea Compounds
• Canonical SMILES: CNC(=O)N
• Uses: N-Methylurea is used as a reagent in the synthesis of bis(aryl)(hydroxyalkyl)(methyl)glycoluril derivatives and is a potential byproduct of caffeine.

Technology Process of Methylurea

There total 97 articles about Methylurea 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: 99.0%

methyl isocyanate (624-83-9) → N-Methylurea (598-50-5)

Guidance literature:

With ammonium hydroxide; In water; at 0 - 20 ℃; for 3.5h;

DOI:10.1002/anie.201801919

Reference yield: 96.0%

N-methyl-thiocarbamic acid S-methyl ester (22013-97-4) → methylthiol (74-93-1) + N-Methylurea (598-50-5)

Guidance literature:

With ammonia; In water; at 65 ℃;

Reference yield: 96.0%

N-methyl-thiocarbamic acid S-methyl ester (22013-97-4) → N-Methylurea (598-50-5)

Guidance literature:

With ammonium hydroxide; In 1,4-dioxane;

upstream raw materials:

1-methylparabanic acid

1-methyl-2,5-dioxo-imidazolidine-4-carboxylic acid methylamide

theobromine /

N-acetyl-N'-methylurea

Downstream raw materials:

N-methyl-N'-xanthen-9-yl-urea

N-methylphthalimide

1,3-dioxo-1,3-dihydro-isoindole-2-carboxylic acid methylamide

1-methyl-2,4,6-pyrimidinetrione

Refernces

• 1、 Hallett, Geoffrey,Williams, D. Lyn H.. "The Absence of Nucleophilic Catalysis in the Nitrosation of Amides. Kinetics and Mechanism of the Nitrosation of Methylurea and the Reverse Reaction". . p. 1372 - 1375. Retrieved 1980.
• 2、 Wu, Fan,Alom, Nur-E,Ariyarathna, Jeewani P.,Na?, Johannes,Li, Wei. "Regioselective Formal [3+2] Cycloadditions of Urea Substrates with Activated and Unactivated Olefins for Intermolecular Olefin Aminooxygenation". supporting information. p. 11676 - 11680. Retrieved 2019/07/31.
• 3、 Tiwari, Lata,Kumar, Varun,Kumar, Bhuvesh,Mahajan, Dinesh. "A practically simple, catalyst free and scalable synthesis of: N -substituted ureas in water". . p. 21585 - 21595. Retrieved 2018/06/26.