1,3-Dimethyl-2-imidazolidinone CAS 80-73-9

Introduction:Basic information about 1,3-Dimethyl-2-imidazolidinone CAS 80-73-9, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

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;ADVANCED INT.
Mol File:80-73-9.mol

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.)
pka-0.65±0.20(Predicted)
form Liquid
color Clear
explosive limit1.3-8.4%(V)
Water Solubility freely soluble
Sensitive Hygroscopic
Merck 14,3249
BRN 108808
Cosmetics Ingredients FunctionsHAIR CONDITIONING
HUMECTANT
SKIN CONDITIONING
InChI1S/C5H10N2O/c1-6-3-4-7(2)5(6)8/h3-4H2,1-2H3
InChIKeyCYSGHNMQYZDMIA-UHFFFAOYSA-N
SMILESCN1CCN(C)C1=O
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 TSCA listed
HazardClass 6.1
PackingGroup 
HS Code 29332990
Storage Class10 - Combustible liquids
Hazard ClassificationsAcute Tox. 4 Oral
Eye Dam. 1
Repr. 2
ToxicityLD50 orally in Rabbit: 1261 mg/kg LD50 dermal Rabbit 986 mg/kg

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 ExplosibilityNon flammable
Synthesis

136-84-5

80-73-9

Example 4: 320 g (2.2 mol) of 1,3-bis(hydroxymethyl)imidazolidin-2-one and 200 g (2.9 mol) of sodium formate were dissolved in 620 g (13.5 mol) of formic acid, and the reaction mixture was heated under reflux conditions for 8 hours. After completion of the reaction, 238 g of formic acid was removed by distillation under reduced pressure. To the residue 200 g of potassium carbonate was slowly added. After cooling, the crude product was separated by decantation and washed with a small amount of dichloromethane. Subsequently, the product was purified by vacuum distillation. 157 g of 1,3-dimethyl-2-imidazolidinone was collected in 63% yield at 90°C to 95°C and a pressure of 3 torr. The purity of the product was determined by gas chromatography (GC) and hydrogen nuclear magnetic resonance (1H-NMR) and confirmed to be >98%.

Toxics Screening LevelDue to a lack of available toxicity data the screening level is being set at default value of 0.1 μg/m3 with annual averaging.
References[1] Patent: US4864026, 1989, A

1,3-Dimethyl-2-imidazolidinone Preparation Products And Raw materials

Raw materialsSodium hydroxide-->Toluene-->Chloroform-->Urea-->Dimethyl sulfate-->Ethylenediamine-->Methyl trioctyl ammonium chloride-->DIMETHYLOL ETHYLENE UREA-->Potassium carbonate-->Sodium formate
Preparation ProductsTETRAFLUOROSUCCINIC ACID-->3,5-Difluorochlorobenzene-->Imidazolidine, 2,2-dichloro-1,3-dimethyl-
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