Conclusions
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1.
Aromatic sulfonic acids are active catalysts in the reaction of styrene with formaldehyde, a reaction that proceeds in a two-phase system; their specific catalytic activity (based on one SO3H group) exceeds by far the activity of sulfuric acid.
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2.
The catalytic action of alkylbenzenesulfonic acids (ABSA) in the Prins reaction depends on their lyophilicity. Water-soluble ABSA-300 is less active than water-oil-soluble ABSA-440 and oil-soluble ABSA-500 and ABSA-550. The maximum catalytic effect of ABSA-440 is observed when the reaction is carried out with styrene diluted with ethylbenzene.
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3.
It was demonstrated experimentally that, in the presence of alkylbenzenesulfonic acids, the process takes place primarily in the organic phase.
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The authors thank E. K. Ivanova and I. O. Ryazova for providing us with samples of the ABSA.
Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 7, pp. 1463–1468, July, 1985.
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Sharf, V.Z., Litvin, E.F., Kasymova, K.A. et al. Interphase interaction of styrene with formaldehyde catalyzed by organic sulfonic acids. Russ Chem Bull 34, 1337–1341 (1985). https://doi.org/10.1007/BF00950125
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DOI: https://doi.org/10.1007/BF00950125