comsumption

Topics: Ionic liquid, Solvent, Sodium chloride Pages: 3 (1847 words) Published: November 2, 2014
Unless otherwise stated ALL reactions were conducted in an anaerobic atmosphere of nitrogen. Solvents were distilled from the relevant drying agents prior to use. Toluene was stood over Na and distilled (benzophenone used as a moisture indicator). Ethylacetate and dichloromethane were distilled from CaH2. 1-methylimidazole and 1,2-dimethylimidazole were distilled from KOH. 1,2,4,5-tetramethylimidazole was sublimed under vacuum prior to use. 1-chlorobutane and 1-iodobutane were washed with concentrated H2SO4 then distilled from P2O5. Chloride content of the ionic liquids was determined by a AgNO3 test. AgCl has a solubility of 1.4 mgl-1 in water, hence all of the ionic liquids synthesised will have a chloride content below this value. 1-Butyl-3-methylimidazolium Chloride - BMIMCl To a vigorously stirred solution of 1-methylimidazole (1.25 mol) in toluene (125 cm3) at 0oC was added 1-chlorobutane (144 cm3, 1.38 mol). The solution was heated to reflux at ca. 110oC for 24 hours, after which it was placed in a freezer at ca. 20oC for 12 hours. The toluene was decanted and the remaining viscous oil/semi-solid re-crystallized from acetonitrile and then repeated re-crystallized from ethylacetate to yield a white crystalline solid, which was dried in vacuo to give BMIMCl in approximately 86 yield. 1H-NMR (270 MHz, Chloroform-d) ( 10.54 (1H, s, NCHN), 7.55 (1H, m, CH3NCHCHN), 7.40 (1H, m, CH3NCHCHN), 4.26 (2H, t, J7.3 Hz, NCH2(CH2)2CH3), 4.11 (3H, s, NCH3), 1.82 (2H, m, NCH2CH2CH2CH3), 1.30 (2H, m, N(CH2)2CH2CH3), 0.89 (3H, t, J7.3 Hz, N(CH2)3CH3). Mass spectrum (FAB ve) m/z 139 (M-Cl) 1-Butyl-2,3-dimethylimidazolium Chloride - BMMIMCl To a vigorously stirred solution of 1,2-dimethylimidazole (1.25 mol) in toluene (125 cm3) at 0oC was added 1-chlorobutane (144 cm3, 1.38 mol). The solution was heated to reflux at ca. 110oC for 24 hours, after which it was placed in a freezer at ca. 20oC for 12 hours. The toluene was decanted and the remaining viscous oil/semi-solid...
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