Title: DMC
CAS Registry Number: 125376-11-6
CAS Name: 2-Chloro-4,5-dihydro-1,3-dimethyl-1H-imidazolium chloride
Additional Names: 2-chloro-1,3-dimethylimidazolinium chloride
Molecular Formula: C5H8Cl2N2
Molecular Weight: 167.04
Percent Composition: C 35.95%, H 4.83%, Cl 42.45%, N 16.77%
Literature References: Dehydrating agent under nearly neutral conditions. For prepn, see: H.-B. König et al., US 3959258 (1976 to Bayer). NMR spectrum: H.-O. Kalinowski, H. Kessler, Org. Magn. Reson. 6, 305 (1974). Series of articles on properties, dehydration and other reaction types: T. Isobe, T. Ishikawa, J. Org. Chem. 64, 5832, 6984, 6989 (1999). Use as a dehydrating reagent: M. Node et al., Tetrahedron Lett. 39, 6331 (1998).
Properties: Colorless and odorless prisms, mp 95-100°. Soly at room temperature (mL solvent/g DMC): acetic acid <1; water <1; methanol <1; ethanol <1; isopropanol <2; n-butanol <3; CHCl3 <1; CCl4 >50; n-hexane >50; THF >50; DMF 6.
Melting point: mp 95-100°
Use: In organic syntheses for numerous reactions types such as condensations, chlorinations.

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