# Comprehensive Analysis of the Acute Toxicity of Ionic Liquids Using Microtax(r) Bioassays
## 2 Materials and Methods  
A set of 30 ILs were chosen for this work, corresponding to 23 aprotic compounds (APILs), and 7 protic compounds (PILs) with the common nitrate anion (NO\({}_{3}\)). The choice of the following anions was due to their presence in numerous studies: TFSI related to energy, mostly in electrolytes for lithium-ion batteries [19]; FAP is proposed as a lubricant [20]; and NO\({}_{3}\) is the most used anion on PILs [21; 22]. Regarding the cations, different cationic natures have been studied, mainly imidazolium, pyrrolidinium, piperidinium, pyridinium and ammonium. Table 1 provides a summary of the selected ILs, with their CAS number and initial purity. In addition, Figures 1 and 2 also display the set of study ILs, and the chemical structures, separating anion and cation for a better understanding and visualization of the proposed work. All the compounds were previously dried into high vacuum under constant stirring for at least 24 h, and the water content, measured by [PERSON] titration, for all of them was below 100 ppm. \begin{table}
\begin{tabular}{c c c} \hline \hline
**Name** & **Abbreviation** & **Purity** \\
**Molecular Mass (g/mol)** & **CAS Number** & **Molecular Mass (g/mol)** \\ \hline
1-ethyl-3-methylimidazolium & C\({}_{2}\)C\({}_{1}\)Im TFSI & \(>\)0.99 \({}^{1}\) \\ bis((trifluoromethyl)sulfonyl)imide & 174899-82-2 & 391.3 \\ \hline
1-butyl-3-methylimidazolium & C\({}_{4}\)C\({}_{1}\)Im TFSI & \(>\)0.99 \({}^{1}\) \\ bis((trifluoromethyl)sulfonyl)imide & 174899-83-3 & 419.4 \\ \hline
1-butyl-2,3-dimethyl imidazolium & C\({}_{4}\)C\({}_{1}\)C\({}_{1}\)Im TFSI & \(>\)0.99 \({}^{1}\) \\ bis(trifluoromethylsulfonyl)imide & 350493-08-2 & 433.39 \\ \hline
1-hexyl-3-methylimidazolium & C\({}_{6}\)C\({}_{1}\)Im TFSI & \(>\)0.99 \({}^{1}\) \\ bis(trifluoromethyl)sulfonyl)imide & 382150-50-7 & 447.4 \\ \hline
1-octyl-3-methylimidazolium & C\({}_{8}\)C\({}_{1}\)Im TFSI & \(>\)0.99 \({}^{1}\) \\ bis((trifluoromethyl)sulfonyl)imide & 178631-04-4 & 475.5 \\ \hline
1-allyl-3-methylimidazolium & AC\({}_{1}\)Im TFSI & \(>\)0.99 \({}^{1}\) \\ bis((trifluoromethyl)sulfonyl)imide & 655249-87-9 & 403.3 \\ \hline
1-allyl-3-methylimidazolium & AC\({}_{1}\)Im Cl & \(>\)0.98 \({}^{1}\) \\ chloride & 65039-10-3 & 158.6 \\ \hline
1-allyl-3-methylimidazolium & AC\({}_{1}\)Im DCA & \(>\)0.99 \({}^{1}\) \\ dicyanamide & 917956-73-1 & 190.2 \\ \hline
1-butyl-3-methyl imidazolium & C\({}_{4}\)C\({}_{1}\)Im FAP & \(>\)0.99 \({}^{2}\) \\ tris(pentafluoroethyl) & 917762-91-5 & 584.23 \\ trifluorophosphate & & \\ \hline
1,3-dimethylimidazolium & C\({}_{1}\)C\({}_{1}\)Im DMP & \(>\)0.99 \({}^{1}\) \\ dimethylphosphate & 945611-27-8 & 222.18 \\ \hline
1-ethylpyridinium & C\({}_{2}\)Py TFSI & \(>\)0.99 \({}^{1}\) \\ bis(trifluoromethyl)sulfonyl)imide & 712354-97-7 & 388.3 \\ \hline
1-butylpyridinium & C\({}_{4}\)Py TFSI & \(>\)0.99 \({}^{1}\) \\ bis((trifluoromethyl)sulfonyl)imide & 187863-42-9 & 416.4 \\ \hline
1-hexylpyridinium & C\({}_{6}\)Py TFSI & \(>\)0.99 \({}^{1}\) \\ bis((trifluoromethyl)sulfonyl)imide & 460983-97-5 & 444.4 \\ \hline
1-methyl-1-propylpiperidinium & C\({}_{3}\)C\({}_{1}\)Pip TFSI & \(>\)0.99 \({}^{1}\) \\ bis((trifluoromethyl)sulfonyl)imide & 608140-12-1 & 422.4 \\ \hline
1-methyl-1-butylpiperidinium & C\({}_{4}\)C\({}_{1}\)P TFSI & \(>\)0.99 \({}^{1}\) \\ bis((trifluoromethyl)sulfonyl)imide & 623580-02-9 & 436.4 \\ \hline
1-butyl-1-methylpyrrolidin & C\({}_{4}\)C\({}_{1}\)Pyrr TFSI & \(>\)0.99 \({}^{1}\) \\ bis(trifluoromethyl)sulfonyl)imide & 223437-11-4 & 422.41 \\ \hline \hline \end{tabular}
\end{table} 
Table 1: Structure, abbreviations, and purity of the selected ILs.