Bulletin of the Chemical Society of Japan p. 3665 - 3669 (1990)
Update date:2022-09-26
Topics:
Campbell, Curt B.
Onopchenko, Anatoli
Santilli, Donald S.
A recent literature report that 1-dodecene reacts with phenol in the presence of sulfated zirconium oxide (superacid), or 1-dodecanol with phenol in the presence of H-Mordenite (zeolite), to afford mostly para-substituted alkylphenols has been shown to be incorrect.The product with zirconium is a mixture of ortho/para isomers (ca. 50-65/50-35), and not the exclusive para isomer as reported.The major product in the case of zeolite catalysis is the o-alkylphenol, with a high degree of end attachment, and not the predominantly claimed para isomers.The selectivity obtained with H-Mordenite during alkylation of phenol differs from the a lkylation of alkylbenzenes and anisole, and is best explained on the basis of a surface catalysis phenomenon.
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