1,3-Dimethyl-2-imidazolidinone

Base Information

• Chemical Name: 1,3-Dimethyl-2-imidazolidinone
• CAS No.: 80-73-9
• Deprecated CAS: 95263-95-9
• Molecular Formula: C5H10N2O
• Molecular Weight: 114.147
• Hs Code.: 29332990
• European Community (EC) Number: 201-304-8
• UNII: 5C1YQQ9M90
• DSSTox Substance ID: DTXSID1073153
• Nikkaji Number: J11.846J
• Wikipedia: 1,3-Dimethyl-2-imidazolidinone
• Wikidata: Q2463110
• ChEMBL ID: CHEMBL12338
• Mol file: 80-73-9.mol

Synonyms:1,3-dimethyl-2-imidazolidinone

Chemical Property of 1,3-Dimethyl-2-imidazolidinone

Chemical Property:

• Appearance/Colour: Almost colorless, clear liquid
• Vapor Pressure: 0.114mmHg at 25°C
• Melting Point: 8.2 °C
• Refractive Index: 1.468 - 1.473
• Boiling Point: 220.31 °C at 760 mmHg
• PKA: -0.65±0.20(Predicted)
• Flash Point: 76.519 °C
• PSA: 23.55000
• Density: 1.064 g/cm³
• LogP: -0.14060
• Storage Temp.: Store at +5°C to +30°C.
• Sensitive.: Hygroscopic
• Solubility.: toluene: soluble(lit.)
• Water Solubility.: freely soluble
• XLogP3: -0.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 114.079312947
• Heavy Atom Count: 8
• Complexity: 101

Purity/Quality:

98% ^*data from raw suppliers

1,3-Dimethyl-2-imidazolidone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, Xi
• Hazard Codes: Xn,Xi
• Statements: 21/22-38-41-36/38-62-22
• Safety Statements: 26-36-36/37/39-36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1CCN(C1=O)C
• Description: DMI, a high purity aprotic solvent, is composed of nitrogen containing five membered ring compound and widely recognized as an epoch making solvent. It is a colorless, transparent, high polar solvent with high thermal and chemical stability and non-corrosiveness. The material has a high boiling point of 222° C, a high flash point of 120° C (open method) / 95° C (close method), and a low melting point of 7.5° C.
• Uses: 1,3-Dimethyl-2-imidazolidinone is used as a high-boiling polar aprotic solvent. It is used as a substitute solvent for toxic hexamethylphosphoramide. It finds application in detergents, dyestuffs, electronic materials and in the manufacture of polymers. It is involved in the preparation of 1,2-bis(trimethylsilyl)benzene. Further, it is utilized as a solvent during alfa-regioselective prenylation of imines. In addition to this, it constitutes the mobile phase during size-exclusion chromatographic analysis of cellulose. DMI can be used in a variety of applications including detergents, dyestuffs, electronic materials and in the manufacture of polymers. Its versatility can be attributed to it. Of particular note are its excellent solubility for inorganic and organic compounds and high dielectric constant and solvation effect. 1,3-Dimethyl-2-imidazolidinone may be used:As substitute solvent for hexamethylphosphoric triamide (HMPA) in the synthesis of 1,2-bis(trimethylsilyl)benzene. As solvent during the α-regioselective prenylation of imine.As component of mobile phase for the size-exclusion chromatographic analysis of cellulose.

Technology Process of 1,3-Dimethyl-2-imidazolidinone

There total 97 articles about 1,3-Dimethyl-2-imidazolidinone 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: 100.0%

lauric acid (143-07-7) + 2-chloro-1,3-dimethylimidazolinium chloride (37091-73-9) → 1,3-dimethyl-2-imidazolidinone (80-73-9) + n-dodecanoyl chloride (112-16-3)

Guidance literature:

In toluene;

Reference yield: 98.0%

2-azido-1,3-dimethylimidazolinium chloride (1205534-16-2) + 1-phenylbutan-1,3-dione (93-91-4) → 1,3-dimethyl-2-imidazolidinone (80-73-9) + 2-diazo-1-phenylbutane-1,3-dione (2009-96-3)

Guidance literature:

With triethylamine; In tetrahydrofuran; at 0 ℃; for 0.166667h;

DOI:10.1055/s-0029-1218269

Reference yield: 98.0%

1,3-dimethylimidazolidine-2-thione (13461-16-0) + cyclohexane-1,2-epoxide (286-20-4) → cyclohexene sulfide (286-28-2) + 1,3-dimethyl-2-imidazolidinone (80-73-9)

Guidance literature:

silica gel; In dichloromethane; at 0 ℃; for 40h;

DOI:10.1002/hlca.200590261

upstream raw materials:

1,3-bis(methoxymethyl)-2-imidazolidinone

morpholine

imidazolidone

dimethyl sulfate

Downstream raw materials:

sodium formate

N,N`-dimethylethylenediamine

1-(4-methoxyphenyl)-1-propanol

2-chloro-4-trans-cinnamylamino-6-nitroquinazoline

Refernces

• 1、 Nakayama, Juzo,Takayama, Jun,Sugihara, Yoshiaki,Ishii, Akihiko. "Reaction of 3,4-Di-t-butylthiophene 1-oxide with 2-methylene-1,3-dimethylimidazolidine: Methylene transfer and [4+4] dimerization". . p. 758 - 759. Retrieved 2001.
• 2、 Seki, Tsunetake,Kokubo, Yoshiaki,Ichikawa, Shinichiro,Suzuki, Tomoyuki,Kayaki, Yoshihito,Ikariya, Takao. "Mesoporous silica-catalysed continuous chemical fixation of CO2 with N,N′-dimethylethylenediamine in supercritical CO2: The efficient synthesis of 1,3-dimethyl-2-imidazolidinone". . p. 349 - 351. Retrieved 2009.
• 3、 Liu, Jinghan,Ma, Jianjun,Miao, Penghua,Min, Qingwang,Qi, Meijuan,Shamsa, Farzaneh. "SBA-15 Supported Dendritic ILs as a Green Catalysts for Synthesis of 2-Imidazolidinone from Ethylenediamine and Carbon Dioxide". . . Retrieved 2021/07/26.
• 4、 Khodade, Vinayak S.,Pharoah, Blaze M.,Paolocci, Nazareno,Toscano, John P.. "Alkylamine-Substituted Perthiocarbamates: Dual Precursors to Hydropersulfide and Carbonyl Sulfide with Cardioprotective Actions". supporting information. p. 4309 - 4316. Retrieved 2020/03/05.