2.4- Dinitrophenyl benzenesulfonate

Studies of the reaction between 2,4-dinitrophenyl benzenesulfonate and OH-, CN , and N3- in 20 mol% DMS0-H20 at 25 °C have shown that OH- attacks exclusively at the sulfonyl group, but the softer nucleophiles react - as shown in (40) - to give mixtures of products of S-0 and C-O bond fission, the fraction of the latter being 0.10 for CN- and 0.66 for N3-. 58 The rate of reaction of hydroperoxide ion with 4-nitrophenyl 4-toluenesulfonate was reported.43... 

A 1 2 mixture of 2,4-dinitrophenyl benzenesulfonate and aniline dissolved in 90%-alcohol, and refluxed 40 min. 2,4-dinitrodiphenylamine. 

A linear Brpnsted-type plot with = 0.58 was obtained for the aminolysis of 2,4-dinitrophenyl benzenesulfonate by alicyclic secondary amines in MeCN, pointing to a concerted mechanism. This contrasted with earlier results in an aqueous medium... 

The aminolysis of 2,4-dinitrophenyl-X-substituted benzenesulfonates with primary amines in water-DMSO results in competition between attack at sulfur and at the C(l) position of the dinitrophenyl ring. The course of the reaction depends on the electronic effects of the X substituent and the basicity of the amine.9 Competitive pathways are also observed in the reaction of 4-nitrophenoxychlorodiazirine (3) with... 

CAS 6373-74-6 EINECS/ELINCS 228-921-5 Synonyms 2-Anilino-5-(2,4-dinitroanilino) benzenesulfonic acid sodium salt Benzenesulfonic acid, 2-anilino-5-(2,4-dinitroanilino)-, monosodium salt Benzenesulfonic acid, 5-[(2,4-dinitrophenyl) amino]-2-(phenylamino)-, monosodium salt Cl 10385 5-[(2,4-Dinitrophenyl) amino]-2-(phenylamino) benzenesulfonic acid, monosodium salt... 

Benzenesulfonic acid, 5-[(2,4-dinitrophenyl) amino]-2-(phenylamino)-, monosodium salt. See Acid orange 3... 

Finally comments are necessary on a general feature of the polyelectrolyte catalysis. As stated in the introductory part, high molecular weight compounds are more efficient in accelerating chemical reactions under appropriate conditions. It should be noted that this statement is not always justified. For example, polyvinylpyridine is less efficient than 4-picoline in enhancing the solvolysis of dinitrophenyl acetate [62], whereas this polymer is extremely efficient compared to 4-picoline for the solvolysis of 5-nitro-4-acetoxysalicylic acid. Imidazole was 50 times more efficient than polyvinylimidazole in the formation of N-acyl compounds of p-nitrophenyl acetate in dimethylformamide [63]. In the hydrolyses of butylacetate and propyl-acetate, dodecyl benzenesulfonic acid was 6 and 3 times more eflScient than polystyrene sulfonate, respectively [64]. 

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