ハロゲン化炭化水素と金属類との反応性の研究(第1報) : 塩化ベンジルまたは臭化ベンジルと各種金属との反応

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  • Studies on the Reactivity of Some Halogenohydrocarbons for various Metals (I) : Reaction between Benzyl Chloride or Bromide and Many Sorts of Metals
  • ハロゲンカ タンカスイソ ト キンゾクルイ ト ノ ハンノウセイ ノ ケンキュウ 1

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Many experiments for the behavior of aluminum on various organic polychlorocompound such as carbon tetrachloride, trichloroethylene, tetrachloroethane and pentachloroethane hither-to have been carried out in the authors' laboratory. In this paper, using benzyl chlorid or bromide as monohalogenoaryl the reaction between 14 sorts of metals and them are studied, and the following results are summarized. (1) In most metals benzyl bromide are more reactive than benzyl chloride and these facts are considered to be ascrbed to carbon-halogen bond strength (bond distance and bond stretching force). (2) The mitiation temperature of reaction may be related to the electrosolution voltage of respective metal and the metals having the marked reactivity are Fe for benzyl chloride and Fe, Cd, Cr, Zn, for benzyl bromide. (3) When a small amount of one metal is added to the other, the reactivity of the mixture is considerably retarded or promoted. (4) From the determination of evolution rate of HX and the effects of the electrosolution voltage or ligroin added as the nonpolar solvent on these reactions, the rreaction mechanism is prsumed to be the ionization of the metals accompanying dehalogenation of benzyl halides in the first stage and Friedel-Crafts dehydrohalogenation in the second.

首題に属する研究としては従来浅間等が四塩化炭素と金属アルミニウムとの反応について多数の報告などを行って来ているし，更に未発表の研究としてトリクロロエチレンや四塩化エタンや五塩化エタンと金属との反応を行っているが，ここでは多ハロゲン化炭化水素でないモノハロゲン化アルキルやモノハロゲン化アリルと金属との反応について種々行ったうちで割に実験結果の整理し易い副題の研究について報告するものである。

identifier:富山大学工学部紀要，14(1/2)

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