Sodium methylsulfonate

A suspension of 3.90 g (19.6 mmol) of p-(bromomethyl)benzaldehyde (2.8) and 4.00 g (31.7 mmol) of sodium sulfite in 40 ml of water was refluxed for two hours, after which a clear solution was obtained. The reaction mixture was cooled on an ice bath resulting in precipitation of some sodium sulfite. After filtration, the solvent was evaporated. Ethanol was added to the remaining solid and the suspension was refluxed for 10 minutes. After filtering the hot solution, the filtrate was allowed to cool down slowly to -18 °C whereupon sodium (p-oxomethylphenyl)methylsulfonate (2.9) separated as colourless crystals. The extraction procedure was repeated two more times, affording 2.29 g (10.3 mmol, 53%) of the desired product. H-NMR (200 MH D2O) 5(ppm) =4.10 (s,2H) 7.44 (d,2H) 7,76 (d,2H) 9.75 (s,lH). 

Japanese workers have also displaced a methyl sulfone group with a variety of nucleophiles. Thus they were able to introduce, ethoxy, thiophenyl, aniline, and malonic acid groups in to the pyridine A -oxide derivative (105). Acid hydrolysis produced the 2-one compound, while reduction with sodium borohydride cleaved off the methylsulfone group <87CPB1030>. 

CyanomethyIene)purine derivatives can be prepared by reaction of the sodium salt of an activated cyanomethylene compound such as malononitrile, a-cyanoacetamide, and ethyl cyanoacetate with 6-halogenated or-methylsulfonated purine derivatives, e.g. formation of 2 and 3. ... 

Figure 4.17. Separation of a mixture of inorganic and organic anions by gradient elution ion chromatography with conductivity detection using a micromembrane suppressor. A variable rate gradient from 0.5 mM to about 40 mM sodium hydroxide on an lonPac ASH column was used for the separation. Peak identification 1 = isopropylmethylphosphonate 2 = quinate 3 = fluoride 4 = acetate 5 = propionate 6 = formate 7 = methylsulfonate 8 = pyruvate 9 = chlorite 10 = valerate 11 - monochloroacetate 12 - bromate 13 = chloride 14 = nitrite 15 = trifluoroacetate 16 = bromide 17 = nitrate 18 = chlorate 19 = selenite 20 = carbonate 21 = malonate 22 = maleate 23 = sulfate 24 = oxalate 25 = ketomalonate 26 = tungstate 27 = phthalate 28 = phosphate 29 = chromate 30 = citrate 31 = tricarballylate 32 = isocitrate 33 = cis-aconitate and 34 = trans-aconitate. Each ion is at a concentration between 1 to 10 mg/1. (From ref. [417]. Marcel Dekker).

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