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Trinitrotoluene (ˌtraɪˌnaɪtroʊˈtɒljuiːn), more commonly known as TNT, more specifically 2,4,6-trinitrotoluene, and by its preferred IUPAC name 2-methyl-1,3,5-trinitrobenzene, is a chemical compound with the formula C6H2(NO2)3CH3. TNT is occasionally used as a reagent in chemical synthesis, but it is best known as an explosive material with convenient handling properties. The explosive yield of TNT is considered to be the standard comparative convention of bombs and asteroid impacts. In chemistry, TNT is used to generate charge transfer salts. TNT was first prepared in 1863 by German chemist Julius Wilbrand and originally used as a yellow dye. Its potential as an explosive was not recognized for three decades, mainly because it was too difficult to detonate because it was less sensitive than alternatives. Its explosive properties were discovered in 1891 by another German chemist, Carl Häussermann. TNT can be safely poured when liquid into shell cases, and is so insensitive that in 1910 it was exempted from the UK's Explosives Act 1875 and was not considered an explosive for the purposes of manufacture and storage. The German armed forces adopted it as a filling for artillery shells in 1902. TNT-filled armour-piercing shells would explode after they had penetrated the armour of British capital ships, whereas the British Lyddite-filled shells tended to explode upon striking armour, thus expending much of their energy outside the ship. The British started replacing Lyddite with TNT in 1907. The United States Navy continued filling armour-piercing shells with explosive D after some other nations had switched to TNT, but began filling naval mines, bombs, depth charges, and torpedo warheads with burster charges of crude grade B TNT with the color of brown sugar and requiring an explosive booster charge of granular crystallized grade A TNT for detonation. High-explosive shells were filled with grade A TNT, which became preferred for other uses as industrial chemical capacity became available for removing xylene and similar hydrocarbons from the toluene feedstock and other nitrotoluene isomer byproducts from the nitrating reactions.
Harald Brune, François Patthey, Stefano Rusponi, Marina Pivetta
Berend Smit, Susana Garcia Lopez, Kevin Maik Jablonka, Christopher Patrick Ireland