1,3-Dimethyl-2-imidazolidinone

1,3-Dimethyl-2-imidazolidinone
Structural formula of 1,3-dimethyl-2-imidazolidinone
Ball-and-stick model of the 1,3-dimethyl-2-imidazolidinone molecule
Names
IUPAC name
1,3-Dimethyl-2-imidazolidinone
Other names
Dimethylethyleneurea
N,N'-Dimethylimidazolidinone
Identifiers
Abbreviations DMI
80-73-9 Yes
ChEMBL ChEMBL12338 Yes
ChemSpider 6409 Yes
Jmol-3D images Image
Image
PubChem 6661
Properties
C5H10N2O
Molar mass 114.1457
Appearance Clear liquid
Melting point 8.2 °C (46.8 °F; 281.3 K)
Boiling point 225 °C (437 °F; 498 K)
Hazards
Flash point 120 °C (248 °F; 393 K)
Except where noted otherwise, data is given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
 Yes verify (what is: Yes/?)
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 is used in a variety of applications including detergents, dyestuffs, electronic materials and in the manufacture of polymers.

DMI is toxic in contact with skin.[3]

References

  1. Lo, C.-C.; Chao, P.-M. (1990). "Replacement of carcinogenic solvent HMPA by DMI in insect sex pheromone synthesis". Journal of Chemical Ecology 16 (12): 3245–3253. doi:10.1007/BF00982095.
  2. DMI at Mitsui Chemicals
  3. DMI at TCI