The Structure and Reactivity of Organic Ions in Gas-phase Radiolysis. VIII. The C<SUB>7</SUB>H<SUB>7</SUB><SUP>+</SUP> Ion from Toluene and Ethylbenzene

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概要

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• The gas-phase radiolysis of a mixture of toluene or ethylbenzene and dimethylamine has been studied at room temperature as a function of the dimethylamine pressure in order to investigate the structure and reactivity of the C<SUB>7</SUB>H<SUB>7</SUB><SUP>+</SUP> ion. The structure of the C<SUB>7</SUB>H<SUB>7</SUB><SUP>+</SUP> ion which takes part in the subsequent ion-molecule reaction was suggested to be the benzyl type on the basis of the reaction products. The radiolyses of toluene-α-<I>d</I><SUB>3</SUB> and ethylbenzene-α-<I>d</I><SUB>2</SUB> in the presence and in the absence of dimethylamine have been investigated, and the following information has been obtained: (i) the C<SUB>7</SUB>H<SUB>7</SUB><SUP>+</SUP> ion formed from toluene and ethylbenzene mainly consists of the benzyl ion, retaining its original structure; (ii) two types of scrambling processes may be involved in the C<SUB>7</SUB>H<SUB>7</SUB><SUP>+</SUP> ion formation, one of which, especially important in the case of toluene, includes the ring expansion of the original molecular ion, while the other consists of repeated rapid isomerization between the benzyl ion and the tropylium ion. These results were compared with those of mass spectrometric studies, which indicate that an almost complete isotope scrambling occurs, hence supporting the symmetrical tropylium structure for the C<SUB>7</SUB>H<SUB>7</SUB><SUP>+</SUP> ion.

• 公益社団法人 日本化学会の論文

著者

• TAKAMUKU Setsuo

  The Institute of Scientific and Industrial Research, Osaka University

• Takamuku Setsuo

  The Institute Of Scientiffic And Industrial Research Osaka University

• YAMAMOTO Yukio

  The Institute of Scientific and Industrial Research, Osaka University

• SAKURAI Hiroshi

  The Institute of Scientific and Industrial Research, Osaka University

• Yamamoto Yukio

  The Institute Of Scientific And Industrial Research Osaka University

• Nagaoka Kenji

  The Institute of Scientific and Industrial Research, Osaka University

• Sagi Nobuo

  The Institute of Scientific and Industrial Research, Osaka University

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