β位に硫黄を含むアルキル硫酸塩の合成

概要

論文の詳細を見る
The sulfation reactions of long chain alkyl primary alcohols having sulfur in the β-position by various sulfating agents were studied. 2-Alkylsulfinylethanol was reacted with strong sulfating agents, i.e., chlorosulfonic acid or sulfur trioxide to give 2-alkylsulfinylethyl sulfate in 6373% yield, whereas 2-alkylmercaptoethanol was not sulfated with such strong acids but sulfated with weak acids, i.e., sulfamic acid-dimethyl formamide or sulfamic acid-urea complex to give 2-alkylmercaptoethyl sulfate in 7387% yield. 2-Alkylsulfonylethanol was also reacted with weak sulfating agents to give 2-alkylsulfonylethyl sulfate in high yield but in lower yield with strong sulfating agents.<BR>The stabilities toward hydrolysis of sodium 2-alkylmercapto, sulfinyl, sulfonylethyl sulfates were compared with those of sodium alkyl sulfates. Under acidic conditions, these alkyl sulfates having S, SO and SO<SUB>2</SUB> groups in the β-position behaved almost similaly to alkyl sulfates, but under basic conditions, they were rapidly hydrolyzed to mainly alkyl vinyl sulfide, sulfoxide and sulfone respectively along with small amounts of the corresponding alcohols.
社団法人日本油化学会の論文