Lanthanoid-Based Ionic Liquids Incorporating the Dicyanonitrosomethanide Anion was written by Chesman, Anthony S. R.;Yang, Mei;Spiccia, Nicolas D.;Deacon, Glen B.;Batten, Stuart R.;Mudring, Anja-Verena. And the article was included in Chemistry – A European Journal in 2012.Safety of 1-Butyl-4-methylpyridin-1-ium bromide This article mentions the following:
A series of low-melting-point salts with hexakisdicyanonitrosomethanidolanthanoidate anions has been synthesized and characterized: (C2mim)3[Ln(dcnm)6] (1 Ln; 1 Ln=1 La, 1 Ce, 1 Pr, 1 Nd), (C2C1mim)3[Pr(dcnm)6] (2 Pr), (C4C1pyr)3[Ce(dcnm)6] (3 Ce), (N1114)3[Ln(dcnm)6] (4 Ln; 4 Ln=4 La, 4 Ce, 4 Pr, 4 Nd, 4 Sm, 4 Gd), and (N1112OH)3[Ce(dcnm)6] (5 Ce) (C2mim=1-ethyl-3-methylimidazolium, C2C1mim=1-ethyl-2,3-dimethylimidazolium, C4C1py=N-butyl-4-methylpyridinium, N1114=butyltrimethylammonium, N1112OH=2-(hydroxyethyl)trimethylammonium=choline). X-ray crystallog. was used to determine the structures of complexes 1 La, 2 Pr, and 5 Ce, all of which contain [Ln(dcnm)6]3- ions. Complexes 1 Ln and 2 Pr were all ionic liquids (ILs), with complex 3 Ce melting at 38.1 °C, the lowest m.p. of any known complex containing the [Ln(dcnm)6]3- trianion. The ammonium-based cations proved to be less suitable for forming ILs, with complexes 4 Sm and 4 Gd being the only salts with the N1114 cation to have m.ps. below 100 °C. The choline-containing complex 5 Ce did not melt up to 160 °C, with the increase in m.p. possibly being due to extensive hydrogen bonding, which could be inferred from the crystal structure of the complex. In the experiment, the researchers used many compounds, for example, 1-Butyl-4-methylpyridin-1-ium bromide (cas: 65350-59-6Safety of 1-Butyl-4-methylpyridin-1-ium bromide).
1-Butyl-4-methylpyridin-1-ium bromide (cas: 65350-59-6) belongs to pyridine derivatives. Pyridine has a dipole moment and a weaker resonant stabilization than benzene (resonance energy 117 kJ·mol−1 in pyridine vs. 150 kJ·mol−1 in benzene). Halopyridines are particularly attractive synthetic building blocks in a variety of cross-coupling methods, including the Suzuki-Miyaura cross-coupling reaction.Safety of 1-Butyl-4-methylpyridin-1-ium bromide