Trinitronaphthalene

Commercial Trinitronaphthalene (TNN, Naph-tite). Yel cryst solid, mp 110—140° depending on prepn procedure used. It contains varying proportions of 1,2,5-, 1,3,5-, 1,3,8-, and 1,4,5-TNN (for descriptions of pure isomers see below)... 

Trinitronaphthalene Igamma-Trinitronaph-thalene, 1,4,5-TNN). Golden yel leaflets from nitric ac, mp 147—9° (Ref 4) — 1122.7kcal/... 

Trinitro-1-Naphthol (2,4,5-Trinitro-1-hydroxy naphthalene). Yellow leaflets or prisms mp 189—90° bp, explds. Sol in hot AcOH, si sol in hot w, ale, benz, eth acetate, xylene cold AcOH. Prepn from 2,4-dinitro-naphthol by nitration, or from 4-chlor-1,3,8-trinitronaphthalene by heating with 0.1 N NaOH in w or ale... 

Towards the end of nitration of mononitronaphthalene to trinitronaphthalene, a drain valve became blocked with tarry solid. Raising the temperature to 60°C to melt the obstruction led to separation of more solid, failure of the agitator, then a runaway reaction and detonation. 

Nitration via diazotisation has been extensively used for the synthesis of isomeric dinitronaphthalenes. Ward and co-workers used nitration via diazotisation to prepare 3,3, 4,4 -tetranitrobiphenyl from 3,3 -dinitrobenzidine, and 3,4,5-trinitrotoluene from 3,5-dinitro-4-toluidine. Ward and Hardy " prepared 1,4,6-trinitronaphthalene from 4,7-dinitro-1-naphthylamine. Korner and Contardi used the nitrate salts of aryldiazonium compounds for the synthesis of polynitro derivatives of benzene " and toluene. " " Accordingly,... 

TATNB (l,3,5-Triamino-2,4,6-trinitrobenzene) TeNCbz (Tetranitrocarba zole) TeNB (1,3,5 Tetranitrobenzene) TNN (Trinitronaphthalene) Metal powder/ ox id a nt mixture (such as B/KNO3, Zr/KC104, etc) and Mg/Teflon... 

Pristera gives the IR spectra of EDNA, MEDINA, a 0 y HMX, Tetryl, BTTN, NC, DEGN, Man-itol Hexanitrate, Metriol Trinitrate, NG, PETN, TEGN, 1,5-Dinitronaphthalene, 1,8-Dinitronaph-thalene, 1,3,8-Trinitronaphthalene, 2,4-DNT, TNT, AN, Ammonium Picrate 1,3,6,8-Tetranitrocar-bazole. Further information on other explosives, explosive mixtures and the inert ingredients in these mixtures is contained in Ref 1... 

Tritrinal of WWI. Composite expl of 1 part TNN (Trinitronaphthalene) and 2 parts TNT used during WWI for cast-loading some ammunition (Ref 31, p 299)... 

Brown Powder (Navy). This name was assigned in Ref 1, p 32 to the mixture Amm chlorate 51.5, Ba nitrate 34.5, TNN (Trinitronaphthalene) ... 

When toluene was in short supply TNT was partly replaced either by dinitrobenzene or by trinitronaphthalene. Thus the following mixtures were derived ... 

To determine the contents of various isomers in nitration products. Such studies include the work of Giua [23] on systems consisting of DNT and TNT isomers, those of Pascal [24] on systems consisting of dinitro- and trinitronaphthalene isomers, and those of Andrews [25] and of Wyler [26] on systems consisting of dinitrobenzene isomers. The graphs obtained by these authors may be helpful when studying the composition of nitration products. 

Mixtures of aromatic nitro compounds with ammonium nitrate were widely used during World War I, when the enormous demand for high explosives could not be met by the output of TNT, trinitronaphthalene, picric acid, trinitroanisole, trinitrophenetole, dinitrobenzene, hexyl etc. 

The experiments summarized in Table 175 show the stabilizing action of nitro-naphthalene. Dinitro- and trinitronaphthalene also act in a stabilizing manner. On the other hand mixed nitramines such as tetryl are detrimental to stability. 

IV) TNT may be replaced by other aromatic Nitrocompds, such as TNX (Trinitroxylene) or TNN (Trinitronaphthalene)... 

Expin of Trinitronaphthalene plant at Saint Chamas, Fr 6 E389... 

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