A-Nitroaniline

The acid-catalysed rearrangement of A-nitroaniline derivatives continues to provide convenient synthetic routes to some nitro compounds which are difficult to obtain by other methods. A recent example68 is given in Scheme 13, where the introduction of the third nitro group into the aromatic ring is brought about by rearrangement of the... 

Ridd and coworkers71 have now shown unequivocally that radical pairs are indeed involved in this rearrangement by observation of strong enhancement of 15N NMR signals in both the reactant and product, when reaction was carried out with 15N-labelled nitro groups in both A-methyl-A-nitroaniline and also in A-methyl-A-nitro-2,5-dichloro (and dibromo) aniline. 

Vincent, G.C. (1971) Rupture of a nitroaniline reactor. Loss Prevention, 5, AICHE, New York. 

U.S. chemists 184) examined the action of 0.1 N hydrochloric acid on iV-methyl-A nitroaniline at 40 C and obtained ... 

A sulphenamido group placed a to a ring-nitrogen reacts with an arylamine (such as a nitroaniline) to form a fused thiadiazole ring. 

Fig. 8-1) have done, therefore, is to show that this is indeed an entirely appropriate qualitative description. The HMO-treatment has, however, done more than this—it has given us some magnitudes, some quantitative information. It has also rationalised the empirical observation that attack by an N02 -ion to form a nitroaniline takes place preferentially in the ortho- and para-positions—in other words, that the —NH2 group is ortho/para-directing in an electrophilic reaction. (In addition to these electronic influences, there will of course also be some steric effects in the ortho-position but we are not considering these for the present they may be brought into the discussion as a separate consideration later on ( 8.2)). 

OtherNames Aniline,A -methyl-M2,4,6-tetranitro- 2,4,6,A-Tetranitro-A-methylaniline 2,4,6-Tetryl 2,4,6-Trinitro-N-methyl-A-nitroaniline 2,4,6-Trinitrophenyl-A-methylnitramine 2,4,6-Trinitro-phenylmethylnitroamine CE A-Methyl-A,2,4,6-tetranitroaniline A-Methyl-A-picrylnitramine A-Picryl-A-methylnitramine NSC 2166 Nitramine Nitramine (indicator) Picrylmethylnitra-mine Picrylnitromethylamine Tetralit Tetralite Tetril Tetryl CA Index Name Benzenamine, A-methyl-A,2,4,6-tetranitro-CAS Registry Number 479-45-8 Merck Index Number 6573 Chemical Structure... 

Prezhdo, V. V. Bykova, A. S. Prezhdo, O. V. Daszkiewicz, Z. Kyziol, J. B. Zaleski, J. Synthesis, properties, and molecular structure of nitro-substituted IV-methyl-A-nitroanilines. Russ. J. Gen. Ghent. 2006, 76, 64-75. 

Figure 4.15 Write, read, and erase sequences for a nitroaniline OPE in the nanopore and its use as a one-bit random access memory. There were approximately 1000 molecules in the nanopore.

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