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.
This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.
Applications
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.
Solubility
Miscible with water.
Notes
Hygroscopic. Incompatible with strong oxidizing agents, acid chlorides and phosphorus halides.
RUO – Research Use Only
General References:
- High-boiling polar aprotic solvent which has been recommended as a replacement for the carcinogenic hexamethylphosphoric triamide, HMPA. It is stable to alkali metals and strong bases: J. Organomet. Chem., 92, C46 (1975); 117, 149 (1976).
- For example, it has been used as a solvent for the displacement of non-activated aryl halides by thiolates: Tetrahedron Lett., 23, 4131 (1982); J. Org. Chem., 44, 2642 (1979); 45, 4376 (1980); and as a superior solvent in the Ullmann aryl ether synthesis: Chem. Lett., 899 (1988).
- Lazarev, V. V.; Hatmullina, M. T.; Michailov, G. P. Supramolecular Structure of 1,3-Dimethyl-2-Imidazolidinone from the Data of Fourier Transform Raman Spectroscopy. Russ. Phys. J. 2015, 57 (10), 1374-1379.
- Qin, Y. Y.; Ding, Q. R.; Yang, E.; Kang, Y.; Zhang, L.; Yao, Y. G. Two luminescent bcu-type metal-organic frameworks constructed from distinct cadmium clusters. Inorg. Chem. Commun. 2015, 56, 83-86.