1-Methyl-2,4,6-trinitrobenzene , from

It was prepd in 1884 by Nolting and Collin (Ref 2) from ethyl- or methyl-esters of Styphnic Acid and ale ammonia. Blanksma (Ref 3) prepd it from 3-chlor-2,4,6-trinitroanisole (or 3-chlbr-2,4,6-trinit,rophetietole) and ale ammonia, Kbrner and Contardi ( Ref 4) from 2,4-dibrom- (or dichlor)- 3,5-trinitrobenzene and ale ammonia, and Fliirscheim (Ref 5) from tetranitro-aniline and ammonia... 

Trinitrobenzene is present in crude TNT manufactured by mixed acid nitration and results from methyl group oxidation followed by decarboxylation." In fact, a convenient method for the synthesis of 1,3,5-trinitrobenzene involves oxidation of 2,4,6-trinitrotoluene with a solution of sodium dichromate in sulfuric acid, followed by decarboxylation of the resulting 2,4,6-trinitrobenzoic acid in boiling water." 1,3,5-Trinitrobenzene is prepared from 2,4,6-trinitro-m-xylene by a similar route." 2,4,6-Trinitroanisole can be prepared from the... 

Dinitroanisole (3,5-DNAns), col crysts, mp 105-105.8°, bp - sublimes, d 1.558 at 20°/4°. Chemical reactions are described in Refs 12,13 29, Urbanski (Ref 14) studied eutectic mixts of 3,5-DNAns with hexanitro-mannitol and with nitroerythritol. Methods of prepn are discussed in Refs 2b,8,9,22,31 34. The method of prepn from 1,3,5-trinitrobenzene and Na methylate in anhyd methanol is described in detail in Ref 8... 

Trinitro-3 cbloroaniline or Methyl-(3 -chloro-2,4,6-trinitro-phenyl-ether), C1.C6H(N02)3.0.CH3 col crysts(from ale), mp 86-88° can be prepd by nitrating 3-chloronitro-anisole with nitric-sulfuric acid or by other methods. Its expl props were not detd Refs l)Beil 6, 292 [283] 2)J.J.Blanksma, Rec 21, 323(1902) [Called Oxymethylchloro-trinitrobenzene(1.3.2.4.6.)] 3)H.H.Schlubach F. Mergenthaler, Ber 58, 2734(1925 ) CA 20, 1395(1926)... 

Rate and equilibrium constants have been reported for the reactions of butylamine, pyrrolidine, and piperidine with trinitrobenzene, ethyl 2,4,6-trinitrophenyl ether, and phenyl 2,4,6-trinitrophenyl ether in acetonitrile, hi these reactions, leading to cr-adduct formation and/or nucleophilic substitution, proton transfer may be rate limiting. Comparisons with data obtained in DMSO show that, while equilibrium constants for adduct formation are lower in acetonitrile, rate constants for proton transfer are higher. This probably reflects the stronger hydrogen bonding between DMSO and NH+ protons in ammonium ions and in zwitterions.113 Reaction of 1,3,5-trinitrobenzene with indole-3-carboxylate ions in methanol has been shown to yield the re-complex (26), which is the likely precursor of nitrogen- and carbon-bonded cr-adducts expected from the reaction.114 There is evidence for the intermediacy of adducts similar to (27) from the reaction of methyl 3,5-dinitrobenzoate with l,8-diazabicyclo[5.4.0]undec-8-ene (DBU) cyclization eventually yields 2-aminoindole derivatives.115... 

Hantzsch and Kissel [81] by treating trinitrotoluene with potassium alcoholate (e.g. methylate) obtained an addition product to which they ascribed the structure given earlier by Angeli [82] for the product obtained from trinitrobenzene and CH3OK (I). 

As is shown in Table II, the EDA complexes of chlorpromazine with quinones are much more active than those with trinitrobenzene or pyromellitic acid anhydride, which are stronger electron acceptors. It might be suggested that the )>C=0 groups of quinones interact with the two nitrogen atoms in the chlorpromazine molecule to give active EDA complexes. From the biochemical point of view it is of interest that chlorpromazine forms a stable EDA complex with 2-methyl-a-naphthoquinone... 

METHYL-l,3,5-TRINITROBENZENE (118-96-7) High explosive protect from shock, friction, concussion, and heat. Rapid heating will cause detonation. Slow decomposition occurs above 356°F/180°C. Explodes when heated above 450°F/232 C. Exposure to light may increase impact sensitivity. Strong oxidizers may cause fire. Contact with ammttnia... 

Nitroxides (40)—(42) have been prepared by oxidation of their parent amines, available by condensation of ammonia with piperitenone or a methyl piperitenone. The nitroxide (43) irreversibly dimerizes to give (44) but only slowly because of the constraints imposed on the stability of (45) (Bredt s Rule), a point already noted for a related bicyclo[3,3,l]nonane. The nitroxide (46) is available from the adduct (47) of diazomethane with 1,3,5-trinitrobenzene, by the route shown in Scheme 11. 

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