1972 Volume 1972 Issue 9 Pages 1680-1683
The thermal decomposition of mono-, di-, and tribromobenzenes at 650∼850°C has been studied by gas chromatography. At lower temperature (700°C), each sample showed chracteristic pyrolysis pattern. It was revealed that each pyrogram was composed of peaks due to bromobenzenes different from, starting one. This change in number of bromine in resultant molecules would be attributed to the dehalogenation and substitution reactions which occurred in a decomposition tube.
Nucleophilic behavior of bromine produced in dehalogenation reaction was studied by a comparative examination of the decomposition products with the reaction-index calculated by a MO (Huckel approximation) method.
At higher temperatures (800°C), similar pyrograms were obtained irrespective of structural isomerism of starting bromobenzenes. This colligative properties of thermal decomposition phenomena would be resulted from the random substitution process.
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