publication . Article . 2014

The study of 2-acetylaminotoluene ozonolysis in acetic ACID

Андрій Генрійович Галстян;
Open Access Ukrainian
  • Published: 11 Dec 2014 Journal: Eastern-European Journal of Enterprise Technologies (issn: 1729-4061, eissn: 1729-3774, Copyright policy)
The kinetics and mechanism of ozone reaction with 2-aminotoluene and its acylated derivative in acetic acid were studied in order to determine the possibility of obtaining 2-aminobenzoic acid.It is shown that the 2-aminotoluene ozonolysis reaction in acetic acid solution runs at high speed, and preferably on the free electron pair of the amino group to form mainly resinous compounds; oxidation products by the methyl group of the substrate are not formed under these conditions. The ozone attack direction changes towards oxidation of the methyl group and the aromatic ring by N-acylation of the amino group. 2-Acetylaminotoluene reacts with ozone to form mainly degr...
free text keywords: ozonolysis; 2-acetylaminotoluene; ozone; acetic acid; oxidation; 2- acetylaminobenzaldehyde; 2-aminobenzoic acid, УДК 541.127: 542.943, озонолиз; 2-ацетаминотолуол; озон; уксусная кислота; окисление; 2-ацетаминобензальдегид; 2-ацетаминобензойная кислота, озоноліз; 2-ацетамінотолуол; озон; оцтова кислота; окиснення; 2-ацетамінобензальдегід; 2-ацетамінобензойна кислота, Substrate (chemistry), Methyl group, chemistry.chemical_compound, chemistry, Ozonolysis, Hydrolysis, Organic chemistry, Catalytic oxidation, Acetic acid, Ozone, Benzoic acid

2. Elderfild, R. C. Synthesis of potential anticancer agents. I. Nitrogen mustards derived from P-N,N-bis(2-chloro-ethyl)- aminobenzaldehyde [Text] / R. C. Elderfield, I. S. Covey, J. B. Geiduschek, W. L. Meyer, A. B. Ross, J. H. Ross // The Journal of Organic Chemistry. - 1958. - Vol. 23, Issue 11. - P. 1749-1753. doi: 10.1021/jo01105a047

5. Галстян, А. Г. Окисление метилфенолов и метиланилинов озоном в среде уксусного ангидрида [Текст] : матер. межд. симп. / А. Г. Галстян, А. А. Седых, А. С. Бушуєв, А. И. Тарасенко // Advanced Science in Organic chemistry. - Судак, 2006. - С. 147.

6. Bailey, P. S. Ozonation in organic chemistry. Nonolefinic Compounds. Vol. 2. [Тext] / P. S. Bailey. - N-Y. L. Academic Press, 1982. - 497 р.

7. Hon, Y. S. Synthetic applications of the amine-base treatment in the ozonolysis of substituted-allyl silyl ethers or -allyl esters via a novel ene-diol type rearrangement [Text] / Y. S. Hon, Y. C. Wong // Tetrahedron. - 2005. - Vol. 46, Issue 8. - P. 1365-1368. doi: 10.1016/j.tetlet.2004.12.135

8. Hon, Y. S. Polymer-supported tertiary amine in organic synthesis: a useful reagent in the conversion of alkenes to carbonyl compounds via the corresponding ozonides [Text] / Y. S. Hon, K. C. Wu // Tetrahedron. - 2003. - Vol. 59, Issue 4. - P. 493-498. doi: 10.1016/s0040-4020(02)01558-2

11. Wei, W. Design and syntheses of efficient and thermally stable diamino chromofhores for NLO application [Text] / W. Wei, Y. Cheng, W. Dong // Arkivoc. - 2003. - Vol. 2. - P. 59-69.

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publication . Article . 2014

The study of 2-acetylaminotoluene ozonolysis in acetic ACID

Андрій Генрійович Галстян;