1,3-Dimethyl-2-imidazolidinone

1,3-Dimethyl-2-imidazolidinone Basic information
Product Name:1,3-Dimethyl-2-imidazolidinone
Synonyms:DMEU;DMI;DIMETHYLETHYLENE UREA;1,3-DiMethyl-2-iMidazolidinone, 98% 1KG;Tetrahydro-2H-imidazol-2-one, 1,3-Dimethyl-2-oxoimidazolidine;1,3-DIMETHYL-2-IMIDAZOLIDINONE FOR SYNTH;DiMethyl-2-iMidazolidin;1,3-DiMethyl-2-iMidazolidinone >=99.0% (GC)
CAS:80-73-9
MF:C5H10N2O
MW:114.15
EINECS:201-304-8
Product Categories:Heterocyclic Compounds;Imidazol&Benzimidazole;Building Blocks;Chemical Synthesis;Heterocyclic Building Blocks;Imidazolines/Imidazolidines;bc0001;80-73-9
Mol File:80-73-9.mol
1,3-Dimethyl-2-imidazolidinone Structure
1,3-Dimethyl-2-imidazolidinone Chemical Properties
Melting point 8.2 °C
Boiling point 224-226 °C (lit.)
density 1.056 g/mL at 25 °C (lit.)
vapor pressure <1 hPa (20 °C)
refractive index n20/D 1.472(lit.)
Fp 220 °F
storage temp. Store at +5°C to +30°C.
solubility toluene: soluble(lit.)
form Liquid
pka-0.65±0.20(Predicted)
color Clear
explosive limit1.3-8.4%(V)
Water Solubility freely soluble
Sensitive Hygroscopic
Merck 14,3249
BRN 108808
InChIKeyCYSGHNMQYZDMIA-UHFFFAOYSA-N
LogP-0.3 at 25℃
CAS DataBase Reference80-73-9(CAS DataBase Reference)
NIST Chemistry Reference1,3-Dimethyl-2-imidazolidinone(80-73-9)
EPA Substance Registry SystemN,N'-Dimethylimidazolidinone (80-73-9)
Safety Information
Hazard Codes Xn,Xi
Risk Statements 21/22-38-41-36/38-62-22
Safety Statements 26-36-36/37/39-36/37
RIDADR UN 2810 6.1/PG 3
WGK Germany 3
RTECS NJ0660000
3
Autoignition Temperature305 °C
Hazard Note Harmful/Irritant
TSCA Yes
HazardClass 6.1
PackingGroup 
HS Code 29332990
ToxicityLD50 orally in Rabbit: 1261 mg/kg LD50 dermal Rabbit 986 mg/kg
MSDS Information
ProviderLanguage
N,N'-Dimethylethyleneurea English
SigmaAldrich English
ACROS English
ALFA English
1,3-Dimethyl-2-imidazolidinone Usage And Synthesis
DescriptionDMI, 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.
Chemical PropertiesAlmost colorless, clear liquid
Uses1,3-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.
UsesDMI 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.
Uses1,3-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.
DefinitionChEBI: 1,3-Dimethyl-2-imidazolidinon is an imidazolidinone.
General Description1,3-Dimethyl-2-imidazolidinone (DMI) is an imidazolidine derivative. It is reported to act as a promoter by minimizing the formation of dialkylation byproducts and accelerating the rate of monoalkylation of γ-butyrolactone. Conversion of CO2 to form lower alcohols by homogeneous catalytic hydrogenation using DMI as solvent has been investigated.
Flammability and ExplosibilityNonflammable
1-Methylimidazole DIMETHYLOL ETHYLENE UREA 2,4-Dimethylimidazole N,N-Dimethylformamide Imidazoline inhibitor 1,3-Dimethyl-2-imidazolidinone ETHANE 1-[(2,6-DICHLORO-4-METHYL-3-PYRIDYL)CARBONYL]-3-(2,5-DICHLOROPHENYL)IMIDAZOLIDINE-2,4,5-TRIONE 1,2-Dimethylimidazole Dimethyl fumarate Imidazolidine mebikar Acetone oxime Dimethyl sulfoxide Dimethyl ether Dimethyl carbonate benzimidazolone Dimethyl sulfate Dimethyl Imidazolidinone

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