Nitro Compounds. Proceedings of the International Symposium by Tadeusz Urbanski

By Tadeusz Urbanski

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Additional info for Nitro Compounds. Proceedings of the International Symposium Held at the Institute of Organic Synthesis, Polish Academy of Sciences, Warszawa, 18–20 September 1963

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OcxaBJiHK)x na HO^B. BbinaBuiHH oca­ ΑΟΚ NEPEKPHCXAJUIH30BBIBAK)x H3 3ΧΗΙΙΟΒΟΓΟ cnnpxa Η nojiy^arox 0 , 8 ^ ( 6 0 % 2'-aMHHOHHAeHOH-l-(2,3 :4',5')-xHa30Jia 2 6 5 ° XCMHEEX, no NJIANNXCH npn 2 7 5 ° (V) Β BHAC KpacHbix HFJI. AnajiorHMHO NPOXCKAEX PEAKI^HH Β PACXBOPAX MEXHJIOBORO, « - Η HHJIOBBLX, Ν « - Η «3Ö-6yXHJI0BbIX, « - Η T/30-AMHJIOBBIX CHHpXOB. uso-npo- (HaHACHO : 1 3 , 7 1 ; S 1 5 , 7 3 . ). 3 . RYAPHHHCUE, 3 . ÄpeiiMaHHC, Γ . Banar, )KOX 2 6 , 2 7 2 (1956). Η H3 SXHJIOBOFO cnnpxa. 0 - N I T R A T I O N O F ALCOHOLS L.

T h e earlier assessment of lOOVo m^/a-substitution is more nearly correct, T A B L E 7. NMCa'' PhCHoPMca'' % mefa 89 97 85 10 % para 11 3 15 >0 ^ These c o m p o u n d s have not yet been studied by ion-exchange chromatography. V. spectrum and accords well with the value + in the literature. The result for P h C H P M C a is based on the work of Ingold, Shaw and W i l s o n . This difference in the orientating effect of the nitrogen and phosphorus poles would not have been expected from the reactivity of the corresponding ions; with —I substituents, an increase in the reactivity would normally be expected to decrease the percentage of m^/a-substitution.

5 The following diagrams (Figs. 3, 4, 5) illustrate the method as applied to se­ paration and identification of the products of nitration of phenolsulphonic acids. Figure 3 depicts the result of the nitration of p-phenolsulphonic acid at 95° for 22 hr. s fO FIG. 3 . 20 30 ml ^0 Phenolsulphonic acid nitrated with nitric acid ( 6 3 % ) at 9 5 ° for 2 2 hr. Figure 4 gives the result of nitration of ophenolsulphonic acid for 1 hr at 95°. i Separation and identification of the products of nitration of phenol-2,4-disulphonic acid is given in Fig.

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