Abstract

Abstract The reaction of anthracene, 9-phenylanthracene and some 9-alkylanthracenes with dioxan-SO3 has been studied. Anthracene yields the 1-, 2- and 9-sulfonic acid in a ratio of 24 : 6 : 70. 9-Phenyl- and 9-neopentyl-anthracene both yield a mixture of the 4- and 10-sulfonic acids in a ratio of 33 : 67 and 15 : 85 respectively. Unexpectedly, 9-methylanthracene yields, in a more rapid reaction, exclusively 9-anthrylmethanesulfonic acid (1, R[dbnd]H) 9-Alkylanthracenes of which the alkyl group contains at least one α-H yield as main product (s) the α-sulfonic acids 1 and/or (depending on the further structure of the alkyl group) the sulfonic acids 2–4.

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