2, 6-Dinitro-4-methylaniline

Fig. 1.11 Dissociation ranges of colour indicators for determination of the acidity function H0 in H2S04-H20 mixtures (1) p-nitroaniline, (2) o-nitroaniline, (3) p-chloro-o-nitroaniline, (4) p-nitrodiphenylamine, (5) 2,4-dichloro-6-nitroaniline, (6) p-nitroazobenzene, (7) 2,6-dinitro-4-methylaniline, (8) benzalacetophenone, (9) 6-bromo-2,4-dinitroaniline, (10) anthraquinone, (11) 2,4,6-trinitroaniline. (According to L. P. Hammett and A. J. Deyrup)...

Dinitro-4-methylaniline. Prepared by nitration of aceto-p-toluidine and saponifying the acetyl derivative (Beilstein and Kuhlberg Jackson and Ittner ). Recrystallized from alcohol and acetone. Melting point 169°. [Pg.170]

N,4-DinitrO N-methylaniline, bright yellow needles from benz, mp 142.5° (Ref 2) CA Registry No 16698-03-6. It is prepu by the alkylation of N,p-dinitroaniline with methyl iodide in alk soln (Refs 8 9). It is one compd isolated from aged NC propints stabilized with N-methyl-p-nitroaniline. Hollingsworth at ERDE examined the reaction of nitrogen dioxide with this stabilizer in order to elucidate the mechanism of the formation of the compds isolated. He found that after 7 days at 35°,. a good yield of N,4-dinitro-N-methylaniline was obtd and postulated that it arose from the oxidn of N-nitroso-4-nitroaniline (Ref 16)... [Pg.118]

Granulation — Thru No 10 USvStd Sieve, minimum, 99.5 percent 2,5-Dinitro-N-methylaniline, red needles from... [Pg.118]

Dinitro-N-methylaniline, orange needles, mp 106-07° (Ref 5). Q 895.35kcal/mole, Qf 2.45kcaJ/mole, 6.55kcal/mole (Ref 15). It has been found as a by-prod in the prepn of the 2,4-isomer (Ref 15). It has been sepd from other compds related to Tetryl by thin layer chromatography (Ref 19)... [Pg.118]

Dinitro-N-methylaniline, orange-yellow needles, mp 158° (Refs 7 14)... [Pg.118]

Registry No 19092-03-6. It has been shown to be an intermediate in the prepn of Tetryl from N,N-dimethylaniline as it can be prepd from N,N-dimethylariiline or 2,4-dinitro-N-methylaniline by the action of 70% nitric acid in 90% yield (Refs 13 14) and can be nitrated to Tetryl with a mixt of 64% sulfuric acid, 15% nitric. acid, and-21%-w yield 91.9% (Ref 14). It can be isolated from commercial Tetryl and identified by thin layer chromatography (Ref 21) N,2,6-Trinitro-N-methylaniline (2,6-dinitrophenyl-methylnitramine), mp 110.8 874.9kcal/... [Pg.119]

AC4 r-Hexanitro-N-methylaniline N-Methyl-N-pen tanitrophenylnitramine, 2,5-Dinitro tetryl). [Pg.120]

The compd prepd by Blacksma by nitration of 3,5-dinitro-N-methylaniline and claimed to be the above, was shown by Lothrop to be a pentanitro-N-methyl-aniline (see above)... [Pg.120]

It is decompd by heat (Ref 9), or rapidly in boiling EtOH to give 2,4-dinitro-N-methylaniline (Ref 12)... [Pg.121]

Dinitro-N-nitroso-N-methylaniline (2,6-dinitrophenyl-N-methylnitrosamine), white needles, mp. 115—16° prepd by the action of Na nitrite in acet ac on 2,6-dinitro-N-methyl-aniline (Refs 3 6)... [Pg.121]

Dinitro-N-nitroso-N-methylaniline (3.4-dinitrophenyl-N-methylnitrosamine), mp 108—09°, prepd by the action of nitric acid (d 1.37—.40 g/cc) contg nitrous acid on 3,4-dinit ro-N,N-dimethylaniline (Refs 4 7)... [Pg.121]

N)5Q. N(N02).CH3, mw 377.17, N 26.00%, OB to C02 —14.85%, colorless cryst, mp 132° (evolves gas), detonates upon heating. Sol in chlf. Prepn by nitration of a mixt of 3,5-dinitro-N-methylaniline 3,5-dinitro-N,N-dimethylani-line. It is unstable and decomposes readily above... [Pg.132]

Nitrations of aromatic amines often involve the intermediate formation of N-nitramines, although these are rarely seen under the strongly acidic conditions of mixed acid nitration (Section 4.5). N,2,4,6-Tetranitro-N-methylaniline (tetryl) is an important secondary high explosive usually synthesized from the nitration of N,N-dimethylaniline or 2,4-dinitro-N-methylaniline. ° The synthesis of tetryl is discussed in Section 5.14. [Pg.134]

Amine substrates whose rings are strongly deactivated with nitro groups are Al-nitrated with relative ease 2,4-dinitro-A-methylaniline undergoes Al-nitration on treatment with 70 % nitric acid at room temperature. It is known that the Al-nitration of anilines is favoured by... [Pg.145]

Tetryl (8) can be synthesized in two steps from 2,4-dinitrochlorobenzene (231). Thus, reaction of the latter with methylamine under aqueous conditions yields 2,4-dinitro-lV-methylaniline (228), which readily undergoes nitration to tetryl (8) on treatment with mixed... [Pg.241]

N,N-Dipropyl-2,6-Dinitro-4-Trifluoro-Methylaniline Trifluralin Dipropylene Glycol Dipropylene Glycol... [Pg.46]

This substance was obtained by Blanksma [67] by the nitration of a mixture of 3,5-dinitro-N-methylaniline and 3,5-dinitro-N,N-dimethylaniline. [Pg.65]

Bromomethylaniline and derivs 2 B313—B314 dinitrobromomethylaniline 2 B313 2,6-dinitro-N-nitroso-4-bromo-N-methylaniline 2B313-B314... [Pg.502]

Dinitro-N -nitroso4-bromo-N-methylaniline 2B313-B314... [Pg.577]

Refs l)Beil 12, [401,402] 2)W.G Macmillan T.H.Reade, JCS 1929, 2866 Dinitrobromomethylaniline, C7HgN304Br mw 276.06 N 15.22%. Three N-methyl derive, (02N)2CgH2Br.NH.CH3, are described in the lieerature 2,4-Dinit.ro-5-bromo-N-methylaniline, yel crysts(from ale), mp l49-l50° 2,4-Dinitro-6 -bromo-N-methylaniline, yel crysts(from AcOH), mp 147° and 2,6-Dinitro-4-bromo-N-metbylaniline, om ndls or yel crysts(from ale or petr eth), mp 104-6°(Ref 1). Two aminotoluene or methylaniline derivs, (OzN)2C6H(Br)NH2.CH3, are described in the literature 4,6-Dinitro-3-bromo-2-methyl-aniline, yel crysts, mp 200°-, and 3,5-Dinitro-2 -bromo-4-methylaniline, It yel ndls or prisms (from ale), mp 170-4°(Ref 2). Other props methods of prepn are given in the Refs Refs l)Beil 12, 761 [417, 418] 2)Beil 12, (397, 445) [540]... [Pg.313]

Dinitro N.nitroso 4 bromo N methylaniline or 2,6 Dinitro 4 bromophenyl) methylnitrosamine,... [Pg.313]

N 17.45%. The following isomers are described in the literature N,2,4-Trinitro-6 -bromo-N-metbylaniline 2,4-Dinitro-N-nitro-6 -bromo-N-methylaniline or (2,4-Dinitro-6 bromophenyl)-metbylnitramine, (OzN)2C6H2Br.-N(N02).CH3, col crysts, mp 125° was prepd by nitration of either 4-nitro-2-bromo-N-methylaniline ot 2,4-dinitro-6-bromo-N-methylaniline(Refs 1 3) and N, 2,6-Trinitro-4-bromo-N-methylaniline ... [Pg.314]

Dinitro-N-nitro-4-bromo-N-methylaniline or (2,6-Dinitro-4-bromophenyl)-methylnitramine, col crysts, mp 110° or It yel ndls(from ale), mp 113 4° was prepd by nitration of either 2-nitro 4 -bromo-N-methylaniline or (2,6-dinitro-4-bromo-phenyl)-methylnitrosamine(Refs 2,3 4). These compds will defgr or expl when heated above theit mp s, but theit expl props were not detd Refs l)Beil 12, 761 2)Beil 12, 762 [4191 3)J.J.Blanksma, Rec 21, 271-2(1902) 4)G.R. [Pg.314]

Dinitro-4-chloro-N-methylaniline, orn ndls, mp 100-100.5° was prepd by treating... [Pg.43]

Dinitro-2-chloro-N-methylaniline, yel nds (from ale), mp 133° was prepd by reaction of 4, 6-dinitro-l,2-dichlorobenzene with an ale soln of methylamine(Ref 6)... [Pg.43]

Dinitro-2-chloro-4-methylaniline. (02N)2(Cl)CgH(NH2).CH3, yel nds(from ale), mp 173° was prepd by warming 3,5-dinitro-2 -chloro-4-methyl benzoic acid azide with AcOH Ref l,p [539] Ref 5) and... [Pg.43]

Dinitro-3-chloro-4-methylaniline, golden-yel ndls(from ale), mp 137° v si sol in cold w ... [Pg.43]

Dinitro N-nitroso-4-chloro-N-metbylaniline or (2,6-DinitrO 4-cblorophenyl)-methylnitrosamine, (02N)2a.C6H2.N(NO).CH3, It yel ndls(from ale) mp 99-99.5 ° was prepd bytreating4 chloro-N -methylaniline in cold ale soln with nitrous acid(Refs 1 2)... [Pg.44]

N, 2,6-Trinitro-4 -chioro-N-methylaniline or (2,6-Dinitro-4-chlorophenyl)-methylnitramine, (02N)2CI.C6H2.N(N02)CH3, crysts, mp 100° was obtd by nitration of 2-nitro-4-chIoro-N -methylaniline(Refs 1 2) and N, 4,6-Trinitro-2-chloro-N-methylaniline or 4,6 -Dinitro-2-chlorOphenyl)-methylnitramine, crysts... [Pg.43]

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