title: Ethenesulfonyl Fluoride (ESF): An On-Water Procedure for the Kilogram-Scale Preparation.
abstract: A two-step, on-water procedure for the synthesis of ethenesulfonyl fluoride (ESF) is described. 2-Chloroethanesulfonyl fluoride is made via a neat reaction with an aqueous, nearly saturated potassium bifluoride solution from readily available 2-chloroethanesulfonyl chloride. The subsequent dehydrochlorination of 2-chloroethanesulfonyl fluoride proceeds neatly with magnesium oxide as the base in an aqueous suspension to give ESF. This recipe allows the preparation of ESF in 98% yield on a kilogram scale.
authors.affiliation: Department of Chemistry, The Scripps Research Institute , La Jolla, California 92037, United States.
authors.forename: Qinheng
authors.initials: Q
authors.lastname: Zheng
authors.affiliation: Department of Chemistry, The Scripps Research Institute , La Jolla, California 92037, United States.
authors.forename: Jiajia
authors.initials: J
authors.lastname: Dong
authors.affiliation: Department of Chemistry, The Scripps Research Institute , La Jolla, California 92037, United States.
authors.forename: K Barry
authors.initials: KB
authors.lastname: Sharpless
mesh_terms: D002713:Chlorine / Q000737:chemistry; D005459:Fluorides / Q000737:chemistry; D008277:Magnesium Oxide / Q000737:chemistry; D017680:Potassium Compounds / Q000737:chemistry; D012996:Solutions; D013438:Sulfhydryl Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D014867:Water / Q000737:chemistry*
chemical_list: D017680:Potassium Compounds; D012996:Solutions; D013438:Sulfhydryl Compounds; D014867:Water; D008277:Magnesium Oxide; D002713:Chlorine; C033320:potassium fluoride; D005459:Fluorides