2.4- Dimethyl-5-nitroaniline

A solution of 20 g. (0.165 mole) of m-xylidine in 200 g. of concentrated sulfuric acid is cooled to 5°, and 16.5 g. of concentrated nitric acid is added slowly with stirring. During this operation and for an additional 30-minute stirring period, the temperature of the reaction mixture is held below 15°. Pouring the mixture on crushed ice precipitates the amine sulfate, which is separated by filtration. The solid is treated with 10% aqueous sodium carbonate solution, and the resulting free amine is recrystallized from a 50% aqueous ethanol solution. The yield of 2,4-dimethyl-5-nitroaniline is 23 g. (84%), and the product melts at 123-124°. 

Dinitroaniline iV-Methyl-2-nitroaniline A-Ethyl-3-nitroaniline iV-Methyl-3-nitro-/ -toluidine A-Methyl-4-nitroaniline A-Ethyl-4-nitroaniline A-Isopropyl-4-nitroaniline A-Ethyl-3-methyl-4-nitroaniline iV -Dimethyl -nitroaniline... 

Anilino-5 -nitroaniline (170) gave 2,3-dimethyl-6-nitro-l-phenylquinoxaIi-nium perchlorate (171) (Ac2, HCIO4, Bu0H-Et20-H20, 20°C, 20 min 84%) and thence 2-methyl-3-methylene-7-nitro-4-phenyl-3,4-dihydroqui-... 

Figure 10. Possibilities of degradation or polycondensation reactions of MAR Key a, MAP b, optical isomer c, DNP-alanine d, DNP-ethylamine e, 2-nitroso-4-nitroaniline f DNP-alanyl-(DNP) a amino-propanoate of methyl and g,l,4-bis(DNP)-3,6-dimethyl-2,5-dioxopiperazine. [(DNP) = 2,4-dinitro-...

Two commercial disazo disperse dyes of relatively simple structure were selected for a recent study of photolytic mechanisms [180]. Both dyes were found to undergo photoisomerism in dimethyl phthalate solution and in films cast from a mixture of dye and cellulose acetate. Light-induced isomerisation did not occur in polyester film dyed with the two products, however. The prolonged irradiation of Cl Disperse Yellow 23 (3.161 X = Y = H) either in solution or in the polymer matrix yielded azobenzene and various monosubstituted azobenzenes. Under similar conditions the important derivative Orange 29 (3.161 X = N02, Y = OCH3) was degraded to a mixture of p-nitroaniline and partially reduced disubstituted azobenzenes. 

Crystal data (by X-ray diffraction analysis) and calculation of net 7r-electron population for 7V,7V-dialkyl-p-nitroaniline and for 3,5- and 2,6-dimethyl-4-nitroaniline indicate that... 

Dichloro-4-nitroaniline [99-30-9] 1,3-Dimethyl-2-nitrobenzene [81-20-9] 2609B 1(3)1194D, N(1)1146B ZE4686000, EPA... 

Solvatochrotnic shifts of the five probe indicators, 2-nitroaniline, 4-nitroaniline, 4-nitroanisole, 4-nitrophenol, and N,N-dimethyl-4-nitroaniline, have been used to specify the solvatochromic solubility parameters k and beta of the five pure fluids CO2,... 

ATjAT-Dimethyl-p-nitroaniline [100-23-2] M 166.1, m 164.5-165.2 . Crystd from EtOH or aqueous EtOH. Dried under vacuum. 

Figure 16. Open tubular liquid chromatography of nitroanUines using thermal lens detection. Peaks correspond from left to right to 410 pg of o-nitroaniline, 310 pg of 4,5-dimethyl-2-nitroaniline, and 3600 pg of N, N-dimethyl-3-nitroaniline. Conditions 20-pm X 7.5-ra column with C-18 bonded phase 40% methanol and 60% water (v/v) mobile phase at a linear velocity of 0 50 cm/s on-column injection of 5 nL. (Reproduced from reference 59. Copyright 1984 American Chemical Society.)...

Fig. 39. Absorption spectra of N,N-dimethyl-p-nitroaniline (I) and its methyl derivatives 3-methyl- (II), 3,5-dimethyl-p-nitrodimethylaniliie (III) (Remington [S]).

DOT CLASSIFICATION Forbidden SAFETY PROFILE A powerful oxidant which explodes above 140°C. Explosive reaction with boron. Hypergolic reaction with dimethyl hydrazine or other strong organic bases. Forms powerfully explosive mixtures with nitrogen containing organic compounds (e.g., 2-nitroaniline). Upon decomposition it emits toxic fumes of NOx. See also NITRO COMPOUNDS. 

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