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.
Die Umsetzung von Phenol (I) mit Cyclohexanon (II) in Gegenwart von Aluminiumphenolat im Autoklav oder drucklos, bei Gegenwart von Lösungsmitteln (Cumol, Butylbenzol, Xylol) oder ohne Lösungsmittel liefert ein Gemisch der Produkte (III) bis (XII).
ChemInform Abstract The reaction between phenol (I) and 2-hexene (IIa) or 2-octene (IIb) is investigated in order to compare the reactivities of (II) with those of 1-hexene or 1-octene. The reaction is run in the presence of catalytic amounts of Al(OPh)3; the molar ratios chosen (I):(II):Al(OPh)3 vary between 2-1:1-2.5:0.3, the temp. ranges between 170 and 240 rc C. The influence of some parameters -ratio of the educts, temp. -on the product distribution is discussed in detail. The products are formed via ionic intermediates. In conclusion the 2-alkenes (II) are found to be slightly less reactive as compared to their terminal analogues.
The chromatographic behavior of a series of dialkyl-cis-9,10-dihydroanthracene-9,10-endofumarates on a silver-containing stationary phase with various mobile phase compositions and at various temperatures was investigated by liquid chromatography. The observed relationships indicate reorientation of the analytes on the surface of the adsorbent with increase in temperature. This is explained by the formation of two types of chelate complexes similar in energy between the analytes and the silver ions. It agrees well with data calculated by the B3LYP/LANL2DZ method.
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