1.3- dichloro-2,4,6-trinitrobenzene

Polynitropolyphenylene is obtained from the reaction of a solution of 1,3-dichloro-2,4,6-trinitrobenzene in nitrobenzene at 150°-180 °C with copper powder (Ullmann reaction). 

The second approach comprises the preparation of dipyridinium styphnatc from styphnic acid in 94% yield. 1,3-Dichloro 2.4,6-trinitrobenzene can be obtained in 9S% yield by allowing phosphorous trichloride and dipyridinium styph-... 

C6HCI2N3O6, 1,3 Dichloro-2,4,6-trinitrobenzene, 32B, 90 C6H2CIN3O6, 2-Chloro-1,3,5-trinitrobenzene (Picryl chloride), 17, 706 37B, 54... 

NONA was prepd in a mixed Ullman reaction using picryl chloride, 13 dichloro-2,4,6-trinitrobenzene and electrolytic Cu dust ... 

The thermally insensitive explosive (112) is synthesized by a similar route from the reaction of l,3-dichloro-2,4,6-trinitrobenzene (106) (styphnyl chloride) with two equivalents of 3-chloroaniline, followed by nitration and subsequent displacement of the chloro groups with... 

Similar routes have been used for the synthesis of other polynitrophenylenes. 1,3,5-Tris(2,4,6-trinitrophenyl)-2,4,6-trinitrobenzene (160) is synthesized from the reaction of 1,3,5-trichloro-2,4,6-trinitrobenzene with three equivalents of picryl chloride in the presence of activated copper powder in refluxing mesitylene. " 2,2",4,4, 4",6,6, 6"-Octanitro-m-terphenyl (161) has been synthesized from picryl chloride and l,3-dichloro-4,6-dinitrobenzene. ... 

The nitration of l,3,5-trichloro-2-nitrobenzene (8) to l,3,5-trichloro-2,4-dinitrobenzene (9) with dinitrogen pentoxide in absolute nitric acid goes to completion in only 2-4 minutes at 32-35 °C. Further nitration of (9) would yield l,3,5-trichloro-2,4,6-trinitrobenzene (10) which undergoes ammonolysis on treatment with ammonia in toluene to give the thermally stable explosive 1,3,5-triamino-2,4,6-trinitrobenzene (TATB) (11). The same sequence of reactions with l,3-dichloro-2-nitrobenzene provides a route to l,3-diamino-2,4,6-trinitrobenzene (DATE). Such reactions are clean and occur in essentially quantitative yield. 

Diamino-2,4,6-trinitrobenzene 5-Carboxy-l,3-diamino-2,4,6-trinitrobenzene 1,1- Dichloro-2-propanone, 1,1 -Dichloro acetone 5,7-Dintiro-5,7-diaza-l,3-dioxabicyclooctane-2-one Diazodinitrophenol... 

A similar, but probably nucleophilic substitution was studied by Lobry de Bruin and van Leent [134]. By acting with hydrochloride at 2S0°C they re-Piced nitro groups in dinitrobenzenes and s-trinitrobenzene to obtain dichloro-lltnzenes and s-trichlorobenzene respectively. 

Nitronium tetraHuoroborate and m dinitrobenzene were added to fluoro-sulphuric acid and cooled in a dry ice/acetone bath. The temperature was gradually raised to ISO C. After three hours of heating the reaction mixture was poured on to crushed ice. The nitro product was extracted with dichloro-methane, washed with sodium hydrogen carbonate solution and dried over magnesium sulphate. The yield of sym-trinitrobenzene was 61.6% with 5% unreacted m-dinitrobenzene. 

ESTANO (Spanish) (7440-31-5) Finely divided material is combustible and forms explosive mixture with air. Contact with moisture in air forms tin dioxide. Violent reaction with strong acids, strong oxidizers, ammonium perchlorate, ammonium nitrate, bis-o-azido benzoyl peroxide, bromates, bromine, bromine pentafluoride, bromine trifluoride, bromine azide, cadmium, carbon tetrachloride, chlorine, chlorine monofluoride, chlorine nitrate, chlorine pentafluoride, chlorites, copper(II) nitrate, fluorine, hydriodic acid, dimethylarsinic acid, ni-trosyl fluoride, oxygen difluoride, perchlorates, perchloroethylene, potassium dioxide, phosphorus pentoxide, sulfur, sulfur dichloride. Reacts with alkalis, forming flammable hydrogen gas. Incompatible with arsenic compounds, azochloramide, benzene diazonium-4-sulfonate, benzyl chloride, chloric acid, cobalt chloride, copper oxide, 3,3 -dichloro-4,4 -diamin-odiphenylmethane, hexafluorobenzene, hydrazinium nitrate, glicidol, iodine heptafluoride, iodine monochloride, iodine pentafluoride, lead monoxide, mercuric oxide, nitryl fluoride, peroxyformic acid, phosphorus, phosphorus trichloride, tellurium, turpentine, sodium acetylide, sodium peroxide, titanium dioxide. Contact with acetaldehyde may cause polymerization. May form explosive compounds with hexachloroethane, pentachloroethane, picric acid, potassium iodate, potassium peroxide, 2,4,6-trinitrobenzene-1,3,5-triol. 

Dipyridinium styphnate added in small portions with stirring to POGI3, and heated 15 min. on a steam bath l,3-dichloro-2,4,6-trinitrobenzene. Y 98%. M. Warman and V. I. Siele, J. Org. Chem. 26, 2997 (1961). 

The reaction of l,2-dichloro-4,5-dinitrobenzene with dilute aqueous sodium hydroxide results in substitution of a nitro-group by hydroxide. However, in hydroxide concentrations greater than 2 mol-dm", only the formation of monohydroxy- and dihydroxy-adducts (42) is observed, and acidification yields the original reactant. The cyanide adduct (43) of 1,3,5-trinitrobenzene has been observed by electrospray ionization mass spectrometry, using acetonitrile as the cyanide source. X-ray structures of the stable crystalline adducts formed from 4,6-dinitrobenzofiiroxan and dodecyl- and hexadecyl-amine have been reported. There has also been a report, related to the destruction of energetic materials, of Meisenheimer complex formation during the alkaline hydrolysis of 2,4,6-trinitrotoluene and 2,4-dinitroanisole. ... 

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