Reaction of Alkylbenzene. IX. A Study of the Reaction of Methylbenzenes under the Influence of Aluminum Chloride-Hydrogen Chloride by Means of NMR

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概要

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• The <SUP>1</SUP>H and <SUP>13</SUP>C NMR spectra of the complex layers obtained by the reaction of several methylbenzenes with aluminum chloride were measured at room temperature, and the proton exchanges were investigated. The ring <SUP>1</SUP>H signal shifted to a higher field as a result of fusion with the signal of the aliphatic CH<SUB>2</SUB> group of the methylbenzenonium ion, which resulted from the protonation to ring carbons. Thus, the proton exchange is considered to proceed among the ring carbons of aromatic hydrocarbon and its benzenonium ion in the complex layer intermolecularly as well as intramolecularly. This finding agrees with the results obtained from the <SUP>13</SUP>C NMR spectra of the complexes. The <SUP>13</SUP>C spectral data showed that the ease of the protonation to ring carbons depends upon the differences in the chemical shifts between the complex layer and the starting aromatic hydrocarbon, and some facts concerning the isomerization of methylbenzenes were discussed.

• 公益社団法人 日本化学会の論文

著者

• Ogawa Masaya

  Department Of Neurology Aomori Prefectural Central Hospital

• Hamanaka Sawako

  Department of Applied Chemistry, Faculty of Engineering, Kansai University

• Otani Noboru

  Department of Applied Chemistry, Faculty of Engineering, Kansai University

• Okami Yoshihide

  Department of Applied Chemistry, Faculty of Engineering, Kansai University

• Katoh Daigo

  Department of Applied Chemistry, Faculty of Engineering, Kansai University

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• Reaction of Alkylbenzene. IX. A Study of the Reaction of Methylbenzenes under the Influence of Aluminum Chloride-Hydrogen Chloride by Means of NMR

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