Journal ArticleDOI
Basicity of saturated solutions of alkali metal hydroxides in dimethylsulfoxide
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TLDR
The KOH-DMSO pair is an example of the superbasic medium which is simplest to prepare and use; its basicity is located between potassium tert-butylate and potassium dimsyl in DMSO.Abstract:
1.
Saturated solutions of alkali metal hydroxides in dimethyl sulfoxide are highly basic. The values of the acidity function H varied from 20.5 to 30.5 in going from LiOH to KOH.
2.
The strong dependence of the basicity of the alkali-DMSO system on the nature of the cation is the result of an ion pair interaction in the solution which increases with a decrease in the radius of the cation and the varied drying capacity of the alkalis present in excess.
3.
The KOH-DMSO pair is an example of the superbasic medium which is simplest to prepare and use; its basicity is located between potassium tert-butylate and potassium dimsyl in DMSO.read more
Citations
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A very simple copper-catalyzed synthesis of phenols employing hydroxide salts.
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"Ghost peaks" of ezetimibe: Solution degradation products of ezetimibe in acetonitrile induced by alkaline impurities from glass HPLC vials.
TL;DR: It is determined that the solution degradation is caused by a base‐catalyzed process, during which ezetimibe undergoes dimerization to form two dimeric impurities, which have not been reported in the literature, and to a less degree, isomerization to produce an isomeric impurity that has been reported before.
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Mechanism of base-catalyzed autooxidation of corticosteroids containing 20-keto-21-hydroxyl side chain
TL;DR: In this article, a novel mechanism for the observed autooxidation is proposed, in which the facile oxidation of the presumed enolate (resulting from the carbanion at the 21 position) by molecular oxygen is the key step.
Journal ArticleDOI
Curcumin in dimethyl sulfoxide: Stability, spectral, luminescent and acid-base properties
TL;DR: In this paper, the properties of curcumin in alkaline dimethyl sulfoxide (DMSO) have been studied and it has been shown that curcan is inert towards autooxidation in this medium.
Journal ArticleDOI
Aldol Condensation Versus Superbase-Catalyzed Addition of Ketones to Acetylenes: A Quantum-Chemical and Experimental Study.
Vladimir B. Orel,Vladimir B. Orel,Nadezhda M. Vitkovskaya,Alexander S. Bobkov,Nadezhda V. Semenova,Elena Yu. Schmidt,Boris A. Trofimov +6 more
TL;DR: In this article, the mechanism of aldol condensation of ketones in KOH/DMSO superbasic media has been investigated using the B2PLYP(D2)/6-311+G**/B3LYP/6-31+G* quantum-chemical approach.
References
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Journal ArticleDOI
Acidities of water and simple alcohols in dimethyl sulfoxide solution
Journal ArticleDOI
Acidities and hydrogen bonding of phenols in dimethyl sulfoxide
Journal ArticleDOI
Ion-pair association constants in dimethyl sulfoxide
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