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Acylation of o-Cresol with Pyromellitic Dianhydride


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Abstract

The acylation of o-cresol with pyromellitic dianhydride (PMDA) has been experimentally studied. The optimum conditions of the acylation reaction of o-cresol with PMDA have been determined. The synthesis has been performed in o-cresol melt at 120°C for 30 h at a reactant molar ratio of PMDA : o-cresol : SnCl4 = 1.0 : 4.1 : 2.0. The yield of 3,3,7,7-tetrakis(3-methyl-4-oxyphenyl)pyromellitide is 62.0% of the theoretical value. The structure of the target synthesis product has been proven by instrumental methods, namely, elemental analysis; thin layer chromatography (TLC); UV, IR, and 1H NMR spectroscopy; DSC; and high-performance liquid chromatography coupled with mass spectrometry (HPLC/MS). The revealed properties of 3,3,7,7-tetrakis(3-methyl-4-oxyphenyl)pyromellitide allow it to be recommended as a tracer for oil reservoir evaluation.

About the authors

V. P. Nekhoroshev

Surgut State University

Author for correspondence.
Email: nvp.atact@mail.ru
Russian Federation, Surgut, 628403

A. S. Knyazev

National Research Tomsk State University

Email: nvp.atact@mail.ru
Russian Federation, Tomsk, 634050

I. E. Nifant’ev

Faculty of Chemistry, Moscow State University; Topchiev Institute of Petrochemical Synthesis, Russian Academy of Sciences

Email: nvp.atact@mail.ru
Russian Federation, Moscow, 119991; Moscow, 119991

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