Alkanesulfonates hydrolysis

Partition chromatography. Using silanized silica gel, the product can be separated into two fractions, one corresponding to combined disulfonates, sulfatosulfonates, and sodium sulfate, and the second containing monosulfonates. Hydroxysulfonates are not separated from other sulfonate and disulfonates. Sulfatosulfonates are detected by hydrolyzing the disulfonate fraction with 3 M HCl and testing by TLC for the presence of the hydroxy-alkanesulfonate hydrolysis products. 

There are some interesting examples of industrial cleaners based on alkanesulfonates other than in the I I segment. The wetting properties and the stability against hydrolysis make possible a broad spectrum of tailor-made products for neutral, alkaline, and acid media as well. Examples are the cleaning of trucks, busses, railway fuel cars, and airplanes (Table 31). 

Commonly employed base hydrolysis of sultones at 150°C leads to about 60-70% hydroxyalkanesulfonate and 30-40% alkanesulfonate (see Sec. V.H). 

The alkanesulfonic acids are produced at elevated temperatures to ensure complete hydrolysis of the intermediate RSO2CI, with residual HCl being stripped from the reaction product. Methanesulfonic acid and other alkanesulfonic acids are typically obtained as 60-70% aqueous solutions. Similarly, isolated alkanesulfonyl chlorides can be hydrolyzed to afford the aqueous or anhydrous sulfonic acids. ° Anhydrous nonfluorinated alkanesulfonic acids can also be prepared by evaporative removal of water from the aqueous acids. ... 

Perfluoroalkanesulfonic acids are mainly prepared by two methods. The first method based on electrochemical fluorination (ECF) in anhydrous hydrogen fluoride (AHF) is the most practical. Although fluorination of the alkanesulfonic acids cannot be carried out directly by ECF9,10, the alkanesulfonyl fluorides can be successfully fluorinated with fairly high yields. The prefluorinated sulfonyl fluoride produced may then be converted to the corresponding salt by alkaline hydrolysis. The free acids were obtained either by their distillation from a solution of the alkaline metal sulfonate in concentrated sulfuric acid or by treatment of the salt with strong acid-type ion exchange resin (equation 1). 

Kiermeier and co-workers [23] and Wildbrett and co-workers [24] have developed schemes for the measurement of the extractability of monomeric phthalate ester and C10/C20 alkane phenyl sulfonates from polyvinyl chloride (PVC) containers into milk. After leaving raw milk at 38 "C for 4 hours in contact with PVC tubing containing bis(2-ethylhexyl) phthalate or phenol or cresol alkanesulfonate, the respective plasticiser was determined. Schemes are described for separation and hydrolysis of the phthalic acid ester, with spectrophotometric determination of the liberated phthalic acid at 284 nm, and for the separation and saponification of the alkane sulfonic acid ester and for spectrophotometric determination at 470 nm, of the liberated phenol or cresol after coupling with diazotised nitroaniline and addition of sodium carbonate solution. 

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