1,3-Dimethyl-2-imidazolidinone (DMI) is a cyclic urea used as a high-boiling polar aprotic solvent. It is colourless, highly polar solvent has high thermal and chemical stability. It is a homolog of the related solvent DMPU. It can be prepared from 1,2-dimethylethylenediamine by reaction with phosgene.
3D model (JSmol)
CompTox Dashboard (EPA)
|Melting point||8.2 °C (46.8 °F; 281.3 K)|
|Boiling point||225 °C (437 °F; 498 K)|
|Flash point||120 °C (248 °F; 393 K)|
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
DMI has excellent solvating ability for both inorganic and organic compounds. In many applications, DMI (as well as DMPU) can be used as a substitute or replacement for the carcinogenic solvent HMPA.
DMI is used in a variety of applications including detergents, dyestuffs, electronic materials and in the manufacture of polymers.
- DMI at Mitsui Chemicals
- Leahy, Ellen M. "1,3-Dimethyl-2-imidazolidinone" e-EROS Encyclopedia of Reagents for Organic Synthesis (2001),doi:10.1002/047084289X.rd342
- 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.
- DMI at TCI