Abstract
It was shown in the previous paper that α-trans-π-dihalo-d-camphor underwent peculiar isomerization by fuming sulfuric acid and formed 6-trans-π-dihalo-l-camphor. From the assumption of the racemization mechanism of camphor by sulfuric acid forwarded by Asahina, it was assumed that the above reaction passed through an intermediate of 5-trans-π-dihalo-d-camphor. Therefore, 5-bromo-trans-π-chloro-d-camphor was prepared from trans-π-chlorocamphor through trans-π-chloro-d-camphoquinone, trans-π-chlorodiazo-d-camphor, and trans-π-chloro-β-pericyclocamphanone. Application of fuming sulfuric acid to the 5-bromo derivative unexpectedly revealed that it is extremely stable to this acid and no change was found to occur. The same reaction of α-bromo-6-trans-π-dichloro-l-camphor showed that this substance is also stable to fuming sulfuric acid.
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