scholarly journals Helicity Induction on a Poly(phenylacetylene) Derivative Bearing a Sulfonic Acid Pendant with Chiral Amines and Memory of the Macromolecular Helicity in Dimethyl Sulfoxide

2006 ◽  
Vol 38 (9) ◽  
pp. 912-919 ◽  
Author(s):  
Takashi Hasegawa ◽  
Katsuhiro Maeda ◽  
Hiroyuki Ishiguro ◽  
Eiji Yashima
Keyword(s):  
Dimethyl Sulfoxide ◽  
Sulfonic Acid ◽  
Chiral Amines

N,N-Dialkyl-N′-Chlorosulfonyl Chloroformamidines in Heterocyclic Synthesis. Part XIII. Cleavage and Rearrangement Reactions of Pyrazolo[1,5-b][1,2,4,6]thiatriazine 1,1-Dioxides

2016 ◽  
Vol 69 (1) ◽  
pp. 61 ◽  
Author(s):  
Rebecca E. Norman ◽  
Michael V. Perkins ◽  
Andris J. Liepa ◽  
Craig L. Francis
Keyword(s):  
Ethyl Acetate ◽  
Dimethyl Sulfoxide ◽  
Trifluoroacetic Acid ◽  
Sulfonic Acid ◽  
Trifluoroacetic Anhydride ◽  
Ring Cleavage ◽  
Thermal Rearrangement ◽  
Heterocyclic Synthesis ◽  
Similar Treatment ◽  
Catalytic Hydrogenolysis

Treatment of pyrazolo[1,5-b][1,2,4,6]thiatriazines 1 with the Vilsmeier–Haack reagent afforded pyrazolo[1,5-a][1,3,5]triazines 5. Reaction of compounds 1 with trifluoroacetic anhydride, dimethyl sulfoxide, and triethylamine afforded 5-dimethylsulfanylidene derivatives 8. The guanidino-pyrazole-sulfonic acid 9 was produced from treatment of compounds 1 with trifluoroacetic acid under anhydrous conditions. Similar treatment in the presence of water afforded the desulfonated pyrazolo-guanidine 6. Reactions of 6 with one-carbon electrophiles provided various 4-substituted pyrazolo[1,5-a][1,3,5]triazines 5. Attempted catalytic hydrogenolysis of N7-benzyl pyrazolo[1,5-b][1,2,4,6]thiatriazines 2 in alcohols led to sulfamates 12 from thiatriazine ring cleavage. Ethyl acetate or tert-butanol as solvent allowed successful debenzylation to provide compounds 1. Aminolysis of compounds 2 gave sulfamides 13. Thermal rearrangement of compounds 2 afforded 6-benzyl-pyrazolo[3,4-e][1,2,4]thiadiazines 14.

Hierarchical construction of SHG-active polar crystals by using multi-component crystals

2016 ◽  
Vol 52 (94) ◽  
pp. 13710-13713
Author(s):  
Tetsuya Miyano ◽  
Tatsuya Sakai ◽  
Ichiro Hisaki ◽  
Hideki Ichida ◽  
Yasuo Kanematsu ◽  
...  
Keyword(s):  
Sulfonic Acid ◽  
Chiral Amines ◽  
Organic Salts ◽  
Guest Molecules ◽  
Polar Crystals

Organic salts composed of chiral amines and sulfonic acid with high hyperpolarizability allowed the construction of polar crystals with incorporated guest molecules.

scholarly journals Sulfonic acid heterogeneous catalysts for dehydration of C6-monosaccharides to 5-hydroxymethylfurfural in dimethyl sulfoxide

2014 ◽  
Vol 35 (5) ◽  
pp. 644-655 ◽  
Author(s):  
Gabriel Morales ◽  
Juan A. Melero ◽  
Marta Paniagua ◽  
Jose Iglesias ◽  
Blanca Hernández ◽  
...  
Keyword(s):  
Dimethyl Sulfoxide ◽  
Sulfonic Acid ◽  
Heterogeneous Catalysts

scholarly journals ON THE KINETICS OF ANODIC PROCESSES AT OXIDATION OF AQUEOUS SOLUTIONS OF DIMETHYL SULFOXIDE

2021 ◽  
pp. 56-60
Author(s):  
Saif Ali Abdulhadi ◽  
Alona Tulskа ◽  
Volodymyr Bayrachnyi ◽  
Irina Valeriivna Sinkevich
Keyword(s):  
Hydrogen Peroxide ◽  
Aqueous Solutions ◽  
Dimethyl Sulfoxide ◽  
Sulfonic Acid ◽  
Anode Potential ◽  
Oxygen Release ◽  
Methane Sulfonic Acid ◽  
Dimethyl Sulfone ◽  
Platinum Anode ◽  
Kinetics Of

Dimethyl sulfoxide is a feedstock for a large number of organic substances syntheses. Nowadays research is considerably focused on the production of general products of dimethyl sulfoxide oxidation – dimethyl sulfone and methane sulfonic acid. Dimethyl sulfone is well–known as a food supplement for the treating and strengthening of human joints and ligaments. dimethyl sulfone is basically synthesized by oxidation of dimethyl sulfoxide in hot 30 % hydrogen peroxide in glacial acetic acid. Synthesis is accompanied by significant losses of hydrogen peroxide, the target product has to be significantly purified. It becomes possible to control the synthesis of pure dimethyl sulfone and methane sulfonic acid when using the electrochemical method of oxidation of dimethyl sulfoxide in its aqueous solution with chemically resistant anode and high overvoltage of oxygen reaction Controlled synthesis is relevant because sulfur tends to change the oxidation rate. Study of kinetics of anodic processes at platinum electrode was performed in the dimethyl sulfoxide concentration range about 1.0…4.0 mol∙dm–3. Current raise was observed at potentials that are more positive than 1.3…1.4 V. This potential range corresponds to oxygen release. Dissolved sulfuric acid (0.2 mol∙dm–3) was added in order to inhibit the oxygen release and achieve the potential for the formation of peroxide radicals in aqueous solutions of dimethyl sulfoxide. It is known that sulfate ions are adsorbed on the surface of the platinum anode, displacing molecules of protonated water. This allows to shift the potentials and increase of the electrolysis current in 0.2 mol∙dm–3 H2SO4 to 1.7…1.9 V. It indicates the processes of formation of peroxide radicals on the surface of the platinum anode. Further shift of the anode potential into more positive area than 2.00…2.05 V leads to a rapid increase in current density. At such potentials, dimethyl sulfoxide and dimethyl sulfone are oxidized to methane sulfonic acid with a parallel oxygen and hydrogen peroxide release. Current–voltage study has shown that the oxidation of dimethyl sulfoxide in aqueous solutions runs through the formation of dimethyl sulfone. When conducting electrochemical synthesis with control of the anode potential, it is possible to produce dimethyl sulfone without further oxidation to methane sulfonic acid. The addition of 0.2 mol∙dm–3 H2SO4 to aqueous dimethyl sulfoxide solutions inhibits oxygen release and intensifies oxidation of dipole dimethyl sulfoxide molecules adsorbed on the platinum surface. The influence of adsorption processes on the kinetics of anode processes at the platinum anode in aqueous solutions of dimethyl sulfoxide at high anode potentials has been studied.

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