Isethionate
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Isethionate
Isethionic acid is an organosulfur compound containing an alkylsulfonic acid located beta to a hydroxy group. Its discovery is generally attributed to Heinrich Gustav Magnus, who prepared it by the action of solid sulfur trioxide on ethanol in 1833. It is a white water-soluble solid used in the manufacture of certain surfactants and in the industrial production of taurine. It is most commonly available in the form of its sodium salt ( sodium isethionate). Synthesis Its original synthesis, by the reaction of sulfur trioxide on ethanol, has largely been surpassed. It may be produced by the hydrolysis of carbyl sulfate, which is obtained by the sulfonation of ethylene. : However the most common route is the reaction of ethylene oxide with aqueous sodium bisulfite, which produces the sodium salt ( sodium isethionate): : Reactions Isethionic acid is used as a starting material in the industrial production of taurine. Dehydration of isethionic acid gives vinylsulfonic acid. Deri ...
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Sodium 2-hydroxyethyl Sulfonate
Sodium 2-hydroxyethyl sulfonate (also: ''sodium isethionate'') is the sodium salt of 2-hydroxyethane sulfonic acid (isethionic acid), it is used as a Hydrophile#Hydrophilic molecules, hydrophilic head group in washing-active surfactants, known as isethionates (acyloxyethanesulfonates) due to its strong polarity and resistance to multivalent ions. It is being studied as a High production volume chemicals, high production volume chemical in the "High Production Volume (HPV) Chemical Challenge Program" of the US Environmental Protection Ministry EPA. Production Sodium 2-hydroxyethyl sulfonate is formed by the reaction of ethylene oxide with sodium hydrogen sulfite in aqueous solution: : To avoid contamination and suppress the formation of by-products (which are difficult to remove) the reaction must be performed under careful control of mass ratios and process conditions. Excess sulfite (SO32−) or bisulfite (HSO3−) lead to an unpleasant odor of the downstream product, higher l ...
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