Conclusions
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1.
Alkylbenzenesulfonic acids accelerate condensation of α-methylstyrene with formaldehyde (on conversion per acid group) significantly more strongly than sulfuric and oxalic acids.
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2.
The observed event is due to interphase transfer under conditions of acid catalysts (Prins reaction). Schemes which include transfer of the olefin to the aqueous phase and formaldehyde to the organic phase were proposed. The catalytic cycle includes the formation of an ion pair of the alkylbenzenesulfonic acid with formaldehyde due to the occurrence of the reaction in the organic phase.
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V. Z. Sharf, E. F. Litvin, K. A. Kasymova, and V. A. Afanas'ev, Izv. Akad. Nauk SSSR, Ser. Khim., 1463 (1985).
B. N. Bobylev, E. P. Tepenitsyna, and M. I. Farberov, Kinet. Katal.,9, 998 (1968).
E. Érandeil and L. A. Mikeshka, Usp. Khim.,23, 223 (1954).
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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 5, pp. 1013–1016, May, 1986.
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Sharf, V.Z., Kasymova, K.A. & Litvin, E.F. Catalysis of the interphase reaction of α-methylstyrene with formaldehyde by alkylbenzenesulfonic acids. Russ Chem Bull 35, 918–921 (1986). https://doi.org/10.1007/BF00955349
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DOI: https://doi.org/10.1007/BF00955349