1. Nitration of nitrotoluene employing ionic liquids.
- Author
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Mieko Kumasaki, Hiroaki Ono, Tatsuya Shiratori, Kyoshiro Usuki, and Kazuhiko Nishi
- Subjects
NITRATION ,IONIC liquids ,EXOTHERMIC reactions ,ADIABATIC temperature ,BENZOIC acid ,VAPOR pressure - Abstract
Ionic liquids (ILs) can function as "green" solvents owing to their stability and low vapor pressure. These features help prevent the ignition of a reaction and therefore ensures its safety. In this study, the application of ILs in the synthesis of energetic materials was examined; this was accomplished using nitration reactions in an IL, i.e. 1-butyl-3-methylimidazolium trifluoromethanesulfonate [BMIM][OTf] to determine its effect on runaway reactions. In this study, the nitration process generated o-, m-, and p-nitrotoluene (NT) with by products; the major by-product was benzoic acid (BA), and the ratio of the weight of the NTs to the BA was ~90 %. Furthermore, the presence of oxygen facilitated the production of BA. The amount decreased to 0.45 % under nitrogen atmosphere in a closed instrument. This investigation showed that oxygen was one of the key factors to the generation of BA, which was considered a characteristic feature of the nitration in [BMIM][OTf]. The presence of BA reduces the temperature required to initiate the exothermic reaction of the NTs. However, neither the benzoic-acid-induced temperature decrease nor the heat-of-reaction-induced adiabatic temperature increase facilitated the attainment of a temperature that triggered the decomposition of NTs or IL. [ABSTRACT FROM AUTHOR]
- Published
- 2022