Sodium />-toluenesulfinate dihydrate

Sodium >-toluenesulfinate dihydrate, 34, 93 Sommelet reaction, 33, 93 Sorbic acid, 5-hydroxy-0-methyl, 5-lactone, 32, 57 Stannic chloride, 33, 91 Stearic acid, 34, 15 Stearolic acid, 37, 77 Stearone, 33, 84 cis-Stilbene, 33, 88 Irans-Stilbene, 33, 89... 

To 179 g. (108 ml., 1.5 moles) of thionyl chloride (Note 1) contained in a 250-ml. round-bottomed flask, 42.8 g. (0.2 mole) of powdered sodium >-toluenesulfinate dihydrate 2 (Note 1) is added in portions at room temperature over a 10- to 15-minute period. A vigorous reaction occurs with the evolution of hydrogen chloride and sulfur dioxide. As the first portions of the sulfinate are added, the temperature of the reaction mixture rises, but it soon drops to approximately 0° as the additidn proceeds (Note 2). 

Redistilled thionyl chloride is recommended. No difficulties were encountered when the color of the reagent was deep yellow. The sodium -toluenesulfinate dihydrate should be thoroughly air-dried to remove mechanically bound water. 

Sodium -tolueuesulfinate dihydrate can be used equally well. The checkers used anhydrous sodium -toluenesulfinate from Aldrich Chemical Company, Inc. This material was determined by titration to be 87% pure and gave lower yields. The yield stated was obtained by using stoichiometric amounts based on calculated purity. Sodium p-toluenesulfinate from other suppliers was found less pure and gave considerably lower yields. 

Sodium phenoxide, 32, 75 33, 43, 45 Sodium -styrenesulfonate, 34, 85 Sodium succinate, 34, 75 Sodium sulfhydrate, 31, 7 Sodium sulfide nonahydrate, 31, 6 Sodium /i-toluenesulfinate dihydrate,... 

Sulfonyl and Sulfinyl Chlorides from Sulfonic and Sulfinic Acids. Alkyl or arylsulfonyl chlorides are prepared by heating the acid with thionyl chloride DMF catalyzes this reaction. (+)-Camphorsulfonyl chloride is produced in 99% yield without a catalyst. Use of the salts of sulfinic acids minimizes their oxidation p-toluenesulfinyl chloride is produced in about 70% yield from sodium p-toluenesulfinate dihydrate with excess thionyl chloride. Phosphorus(V) Chloride is more commonly used for this transformation. 

Sodium p-toluenesulfinate [824-79-3] M 178.2, pK 2.80 (1.99)(for -S02 ). Crystd from water (to constant UV spectrum), and dried under vacuum or extracted with hot benzene, then dissolved in EtOH-H20 and heated with decolorising charcoal. The solution was filtered and cooled to give crystals of the dihydrate. 

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