1943-95-9Relevant academic research and scientific papers
Acid-Catalyzed Hydrolysis of Some Secondary Alkyl Phenyl Ethers in Perchloric Acid: Kinetics and Mechanism
Lajunen, Martti,Kaehkoenen, Mika
, p. 726 - 731 (2007/10/02)
Hydrolysis rates and products of isopropyl, cyclopentyl and cyclohexyl phenyl ethers were studied in concentrated aqueous perchloric acid solutions.The activation parameters, solvent deuterium isotope effects, dependences of the reaction rates on acid concentration, substituent effects and products were in agreement with the A-1 mechanism.The pKSH+ values (-6.13 to -5.76) and the slope parameters m* (av. 0.98 +/- 0.03) were measured spectrophotometrically by the excess acidity method.They were used to calculate the m++-parameters (1.46-2.01).Comparisons weremade with the hydrolyses of exo- ad endo-2-norbornyl phenyl ethers and secondary alyl methanesulfonates.
Equilibria for the isomerization of (secondary-alkyl)phenols and cyclohexylphenols
Nesterova, T. N.,Pimerzin, A. A.,Rozhnov, A. M.,Karlina, T. N.
, p. 385 - 396 (2007/10/02)
Equilibria of a series of isomerizations and trans-alkylations of alkylphenols have been investigated in the liquid phase over a wide range of temperatures.Equilibria of isomerizations connected with the displacement of a substituent on a benzene nucleus were studied for secondary-butyl, -amyl, -hexyl, and cyclohexyl-phenols, and di-(secondary-butyl)phenols.Equilibria of positional isomerization connected with the displacement of an oxyphenyl radical in an alkyl chain were investigated for oxyphenyl-pentanes, -hexanes, -octanes, and -decanes.Trans-alkylation was investigated for di- and tri-(secondary-butyl)phenols.Values of ΔrH0m and ΔrS0m were found for all investigated reactions.An analysis was made of the thermodynamic quantities for the reactions.Enthalpies of formation of isopropylphenols (IPP) in the gaseous state were calculated.The values of ΔfH0m/(kJ * mol-1) were found at 298.15 K: o-IPP, -(175.3 +/- 2.4); p-IPP, -(175.3 +/- 2.4); m-IPP, -(175.3 +/-2.4); 2,4-di-IPP, -(254.1 +/- 2.8); 2,5-di-IPP, -(254.1 +/- 2.8); 2,6-di-IPP, -(254.1 +/- 2.8); 3,5-di-IPP, -(254.1 +/- 2.8); 2,4,6-tri-IPP, -(333.0 +/- 3.1).
Preparation of diphenolics
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, (2008/06/13)
A process for the production of diphenolic compounds having a divalent bridge. A first disubstituted phenol is reacted with an aldehyde in the presence of a secondary amine and excess alcohol to form an ether intermediate. The ether intermediate is reacted with a phenol having an open ortho or para position to form a diphenolic.
2,3-Dihydrobenzofuran-2-ones: A New Class of Highly Potent Antiflammatory Agents
Closse, Annemarie,Haefliger, Walter,Hauser, Daniel,Gubler, Hans Ulrich,Dewald, Beatrice,Baggiolini, Marco
, p. 1465 - 1471 (2007/10/02)
A series of 2,3-dihydrobenzofuran-2-one analogues of the mold metabolite wortmannin, which is a powerful antiimflammatory compound, was synthesized.Most of these compounds were tested for their ability to inhibit the carrageenin paw edema and the adjuvant
Basic ethers of cyclohexylphenols with β blocking activity. Synthesis and pharmacological study of exaprolol
Carissimi,Gentili,Grumelli,Milla,Picciola,Ravenna
, p. 506 - 516 (2007/10/06)
The paper discribes the preparation and study of the pharmacological properties of the basic ethers of cyclohexylphenols. The compounds with a single cycloaliphatic radical ortho to the basic chain, and in particular the one with a cyclohexyl (exaprolol), were found to be particularly active in blocking the β adrenergic receptors, as antiarrhythmics and local anesthetics, while the introduction of a second radical or the shift of the cycloaliphatic radical to meta or para position caused the said pharmacological activities to disappear almost entirely, with the exception of the local anesthetic action.
