Journal of Synthetic Organic Chemistry, Japan
Online ISSN : 1883-6526
Print ISSN : 0037-9980
ISSN-L : 0037-9980
Synthesis of 2, 3, 5, 6-tetrachlorotoluene. II.
Chlorination of p-Toluenesulf onic acid in Sulfuric acid.
Ryuzo NISHIYAMAKanichi FUJIKAWAKiyoshi OYAMAKatsuhide KONDO
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1965 Volume 23 Issue 6 Pages 521-525

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Abstract
In the light of the results of the preceding study, a further attempt was made to improve the chlori. nation reaction of p-toluenesulfonic acid into 2, 3, 5, 6-tetrachlorotoluene sulfonic acid in sulfuric acid. Sulfuric acid has thus proved to serve as a good reaction medium, and an improved yield (70-80%) was attained in a short reaction time. However, when the reaction temperature was 100-110°C or above, the formation of highly chlorinated by-products such as pentachlorotoluene was accelerated. At lower temperatures such as 50°C, essentially no reaction took place.
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© The Society of Syhthetic Organic Chemistry, Japan
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