1,3-Dimethyl-2-imidazolidinone

1,3-Dimethyl-2-imidazolidinone
IUPAC name 1,3-Dimethyl-2-imidazolidinone
Other names Dimethylethyleneurea N,N'-Dimethylimidazolidinone
Identifiers
Abbreviations	DMI
CAS number	80-73-9 Y
PubChem	6661
ChemSpider	6409 Y
ChEMBL	CHEMBL12338 N
Jmol-3D images	Image 1 Image 2
SMILES O=C1N(C)CCN1C CN1CCN(C1=O)C
InChI InChI=1S/C5H10N2O/c1-6-3-4-7(2)5(6)8/h3-4H2,1-2H3 Y Key: CYSGHNMQYZDMIA-UHFFFAOYSA-N Y InChI=1/C5H10N2O/c1-6-3-4-7(2)5(6)8/h3-4H2,1-2H3 Key: CYSGHNMQYZDMIA-UHFFFAOYAB
Properties
Molecular formula	C5H10N2O
Molar mass	114.1457
Appearance	Clear liquid
Melting point	8.2 °C, 281 K, 47 °F
Boiling point	225 °C, 498 K, 437 °F
Hazards
Flash point	120 °C
N (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

1,3-Dimethyl-2-imidazolidinone (DMI) is a cyclic urea used as a high-boiling polar aprotic solvent. It is colourless, transparent, highly polar and has high thermal and chemical stability. It is a homolog of the related solvent DMPU. In many applications, DMI (as well as DMPU) can be used as a substitute or replacement for the carcinogenic solvent HMPA.^[1]

DMI has a boiling point of 225 °C, a flash point of 120 °C and a melting point of 8.2 °C.^[2] DMI has excellent solvating ability for both inorganic and organic compounds.

DMI can is used in a variety of applications including detergents, dyestuffs, electronic materials and in the manufacture of polymers.

References

1. ^ Lo, Chi-Chu; Chao, Pei -Min (1992). "Replacement of carcinogenic solvent HMPA by DMI in insect sex pheromone synthesis". Journal of Chemical Ecology 18 (2): 3245. doi:10.1007/BF00982095. 
2. ^ DMI at Mitsui Chemicals