118-96-7Relevant articles and documents
Synthesis of 2,4,6-trinitrotoluene (TNT) using flow chemistry
Anderson, David,Berglund, Michael,Diaconu, Gabriela,Emma, Giovanni,Exarchou, Vassiliki,Kyprianou, Dimitris,Rarata, Grzegorz
, (2020)
This paper describes the nitration of 2,4-dinitrotoluene (DNT) and its conversion to 2,4,6-trinitrotoluene (TNT) at a gram scale with the use of a fully automated flow chemistry system. The conversion of DNT to TNT traditionally requires the use of highly hazardous reagents like fuming sulfuric acid (oleum), fuming nitric acid (90-100%), and elevated temperatures. Flow chemistry offers advantages compared to conventional syntheses including a high degree of safety and simpler multistep automation. The configuration and development of this automated process based on a commercially available flow chemistry system is described. A high conversion rate (>99%) was achieved. Unlike established synthetic methods, ordinary nitrating mixture (65% HNO3/98% H2SO4) and shorter reaction times (10-30 min) were applied. The viability of flow nitration as a means of safe and continuous synthesis of TNT was investigated. The method was optimized using an experimental design approach, and the resulting process is safer, faster, and more efficient than previously reported TNT synthesis procedures. We compared the flow chemistry and batch approaches, including a provisional cost calculation for laboratory-scale production (a thorough economic analysis is, however, beyond the scope of this article). The method is considered fit for purpose for the safe production of high-purity explosives standards at a gram scale, which are used to verify that the performance of explosive trace detection equipment complies with EU regulatory requirements.
Photocatalytic degradation of trinitrotoluene and other nitroaromatic compounds
Dillert, Ralf,Brandt, Matthias,Fornefett, Iris,Siebers, Ulrike,Bahnemann, Detlef
, p. 2333 - 2341 (1995)
The photocatalytic degradation of 2,4,6-trinitrotoluene and ten other nitroaromatic compounds in aerated TiO2 suspensions has been studied. The following order of reactivity was observed: nitrotoluenes > nitrobenzene > dinitrotoluenes > dinitrobenzenes > 2,4,6-trinitrotoluene > 1,3,5-trinitrobenzene, which reflects the known influence of nitro groups towards the attack of electrophilic reagents on the aromatic molecule.
The Stabilities of Meisenheimer Complexes. Part 21. Sulphite Additions to 2,4,6-Trinitrotoluene and 2,4,6-Trinitrobenzyl Chloride
Brooke, David N.,Crampton, Michael R.
, p. 1850 - 1853 (1980)
In aqueous sodium sulphite solutions, 2,4,6-trinitrotoluene and 2,4,6-trinitrobenzyl chloride give 1:1 and 1:2 adducts by addition at unsubstituted ring positions.Rate and equilibrium data for these reactions have been obtained by the stopped-flow method and are compared with similar data for other nitro-compounds.
Application of [PVI-SO3H]NO3as a novel polymeric nitrating agent with ionic tags in preparation of high-energetic materials
Sepehrmansourie, Hassan,Zarei, Mahmoud,Zolfigol, Mohammad Ali,Mehrzad, Amin,Hafizi-Atabak, Hamid Reza
, p. 8367 - 8374 (2021)
In this paper, poly(vinyl imidazole) sulfonic acid nitrate [PVI-SO3H]NO3was synthesized and fully characterized. Then, [PVI-SO3H]NO3was applied for the preparation of energetic materials such as 1,1-diamino-2,2-dinitroethene (FOX-7), pentaerythritol tetranitrate (PETN), 1,3,5-trinitro-1,3,5-triazinane (RDX) and trinitrotoluene (TNT). The major advantages of the presented methodology are mild, facile workup, high yields and short reaction times. [PVI-SO3H]NO3is a suitable nitrating agent forin situgeneration of NO2and without using any co-catalysts of the described nitrating reagent.
Method for preparing TNT (Trinitrotoluene) by taking nitrotoluene as raw material through one-step method
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Paragraph 0026; 0027, (2018/11/22)
The invention discloses a method for preparing TNT (Trinitrotoluene) by taking nitrotoluene as a raw material through a one-step method. According to the method disclosed by the invention, p-nitrotoluene or o-nitrotoluene is used as the raw material and a mixed system of fuming HNO3/concentrated H2SO4 is used as a nitrating agent, and 2,4,6-trinitrotoluene TNT is prepared through one-step nitrification reaction; the 2,4,6-trinitrotoluene TNT is subjected to structure characterization by adopting a melting point, thin-layer chromatography, mass spectrometry and liquid chromatography. Influences, caused by a ratio, a feeding manner and a dosage of the mixed system of the fuming HNO3/concentrated H2SO4, to the yield of a product are explored and reaction conditions are optimized. The TNT is synthesized by taking the nitrotoluene as the raw material through one-step nitrification, so that environment pollution caused by the fact that a lot of waste acid and red water are generated is avoided, and energy source and power consumption caused by reaction steps and nitrification equipment are reduced.