1,3-Dimethyl-2-imidazolidinone

Synonym(s):N,N′-Dimethylethyleneurea;1,3-Dimethyl-2-imidazolidinone;Dimethylethylene urea, DMI, DMEU;DMEU;DMI

CAS NO.：80-73-9
Empirical Formula: C5H10N2O
Molecular Weight: 114.15
MDL number: MFCD00003188
EINECS: 201-304-8
SAFETY DATA SHEET (SDS)
Update Date: 2024-12-18 14:08:52

1,3-Dimethyl-2-imidazolidinone Structural

What is 1,3-Dimethyl-2-imidazolidinone?

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.

Chemical properties

Almost colorless, clear liquid

The Uses of 1,3-Dimethyl-2-imidazolidinone

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.

The Uses of 1,3-Dimethyl-2-imidazolidinone

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.

The Uses of 1,3-Dimethyl-2-imidazolidinone

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.

Definition

ChEBI: 1,3-Dimethyl-2-imidazolidinon is an imidazolidinone.

General Description

1,3-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 Explosibility

Non flammable

Properties of 1,3-Dimethyl-2-imidazolidinone

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.)
Flash point:	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 limit	1.3-8.4%(V)
Water Solubility	freely soluble
Sensitive	Hygroscopic
Merck	14,3249
BRN	108808
CAS DataBase Reference	80-73-9(CAS DataBase Reference)
NIST Chemistry Reference	1,3-Dimethyl-2-imidazolidinone(80-73-9)
EPA Substance Registry System	N,N'-Dimethylimidazolidinone (80-73-9)

Safety information for 1,3-Dimethyl-2-imidazolidinone

Signal word	Danger
Pictogram(s)	Corrosion Corrosives GHS05 Exclamation Mark Irritant GHS07 Health Hazard GHS08
GHS Hazard Statements	H302:Acute toxicity,oral H318:Serious eye damage/eye irritation
Precautionary Statement Codes	P201:Obtain special instructions before use. P202:Do not handle until all safety precautions have been read and understood. P280:Wear protective gloves/protective clothing/eye protection/face protection. P301+P312:IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. P308+P313:IF exposed or concerned: Get medical advice/attention.