The investigation of liquid phase reaction of 4-aminotoluene with ozone in the presence of manganese bromide catalyst

Authors

  • Андрій Генрійович Галстян Volodymyr Dahl East Ukrainian National University, Lenin Street 31, Rubezhnoe, Lugansk region, Ukraine, 93000, Ukraine https://orcid.org/0000-0001-5167-2454
  • Михайло Анатолійович Керемет Volodymyr Dahl East Ukrainian National University, Lenin Street 31, Rubezhnoe, Lugansk region, Ukraine, 93000, Ukraine https://orcid.org/0000-0002-8007-4928

DOI:

https://doi.org/10.15587/2312-8372.2015.35139

Keywords:

oxidation, 4-acetylaminotoluene, ozone, acetic anhydride, sulfuric acid, selectivity, potassium bromide

Abstract

A new catalytic system Mn(ІІ)- KBr-H2SO4-Ас2О to obtain 4-aminobenzaldehyde treatment by ozonation of 4-aminotoluene is developed. It has been shown that injection of potassium bromide significantly increases the depth, speed and selectivity of substrate oxidation, the main reaction product is 4-acetylaminobenzylidendiacetate with the discharge of 84.5%.

Active particles responsible for the inclusion of 4-aminotoluene oxidation by a methyl group in the presence of manganese (II) acetate and potassium bromide is manganese bromide radical-ion (Mn (II) Br •), which is more active than Mn (III) and because of the higher rate of initiating oxidation by a methyl group.

It is proposed the mechanism of the process by which the substrate oxidation is carried out by ion-radical unchain mechanism in which manganese-bromide radical is generated mainly in reaction with ozone.

The main functions of sulfuric acid in the system are determined. It affects the main stages of the catalytic cycle: reduces the rate of manganese bromide complex reaction with ozone, significantly increases the rate of substrate oxidation by a methyl group and catalyzes the acylation reaction.

These data are the basis for laying the foundations of technology of 4- aminotoluene oxidation by ozone to 4-aminobenzaldehyde and development of preparative and industrial methods for obtaining of aromatic aldehydes.

Author Biographies

Андрій Генрійович Галстян, Volodymyr Dahl East Ukrainian National University, Lenin Street 31, Rubezhnoe, Lugansk region, Ukraine, 93000

Doctor of Chemical Sciences, Professor

Department of Technology of organic substances

Михайло Анатолійович Керемет, Volodymyr Dahl East Ukrainian National University, Lenin Street 31, Rubezhnoe, Lugansk region, Ukraine, 93000

Graduate

Department of Technology of organic substances

References

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Published

2015-01-29

How to Cite

Галстян, А. Г., & Керемет, М. А. (2015). The investigation of liquid phase reaction of 4-aminotoluene with ozone in the presence of manganese bromide catalyst. Technology Audit and Production Reserves, 1(4(21), 4–7. https://doi.org/10.15587/2312-8372.2015.35139

Issue

Vol. 1 No. 4(21) (2015): Technologies of food, light and chemical industry

Section

Technologies of food, light and chemical industry

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Copyright (c) 2016 Андрій Генрійович Галстян, Михайло Анатолійович Керемет

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