1987
DOI: 10.1002/chin.198715158
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ChemInform Abstract: Reaction of Phenol with Acetophenone in the Presence of Aluminium Phenolate.

Abstract: ChemInform Abstract The reaction between phenol (I) and oct-1-yne (II) in the presence of aluminum phenolate, molar ratio 3:1:0.5, at 130 rc C yields a separable mixture of the desired 2,2-di(hydroxyphenyl)octanes (III) and (IV) along with the chromane (V) and the chromene (VI). At temperatures above 160 rc C the additional formation of the octylphenols (VII) and (VIII) is observed. The mechanisms of the formation of the products (III)-(VIII) are discussed.

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“…Large-scale manufacture of alkylphenols is usually based on the alkylation of phenols with olefins in the presence of acid catalysts, which leads to complex mixtures of isomeric products [6]. Some homogeneous aluminum-based catalysts showed high ortho-selectivity in the alkylation of phenols; among these, the most active is aluminum phenoxide [7][8][9]. The use in such reactions of terpene derivatives that are characterized by very strong ability to undergo various skeletal rearrangements [10] adds much specificity to the alkylation process and highlights terpenophenols from other alkylphenols [11].…”
mentioning
confidence: 99%
“…Large-scale manufacture of alkylphenols is usually based on the alkylation of phenols with olefins in the presence of acid catalysts, which leads to complex mixtures of isomeric products [6]. Some homogeneous aluminum-based catalysts showed high ortho-selectivity in the alkylation of phenols; among these, the most active is aluminum phenoxide [7][8][9]. The use in such reactions of terpene derivatives that are characterized by very strong ability to undergo various skeletal rearrangements [10] adds much specificity to the alkylation process and highlights terpenophenols from other alkylphenols [11].…”
mentioning
confidence: 99%