title: Transformation of Tertiary Benzyl Alcohols into the Vicinal Halo-Substituted Derivatives Using N-Halosuccinimides.
abstract: The efficiency of direct conversion of tertiary alcohols bearing a β-hydrogen atom to vicinal halohydrins-chlorohydrins and bromohydrins-under green reaction conditions was tested preliminarily on model tertiary benzyl alcohols. Tertiary alcohols were successfully directly halogenated to vicinal halohydrins withN-halosuccinimide in aqueous media. The efficiency of the reaction in water was significantly improved in the presence of sodium dodecyl sulphate as the surfactant.
authors.affiliation: Department of Physical and Organic Chemistry, Jožef Stefan Institute, Jamova 39, 1000 Ljubljana, Slovenia. njomzaajvazi@hotmail.com.|Jožef Stefan International Postgraduate School, Jamova 39, 1000 Ljubljana, Slovenia. njomzaajvazi@hotmail.com.
authors.forename: Njomza
authors.initials: N
authors.lastname: Ajvazi
authors.affiliation: Department of Physical and Organic Chemistry, Jožef Stefan Institute, Jamova 39, 1000 Ljubljana, Slovenia. stojan.stavber@ijs.si.|Jožef Stefan International Postgraduate School, Jamova 39, 1000 Ljubljana, Slovenia. stojan.stavber@ijs.si.|Centre of Excellence for Integrated Approaches in Chemistry and Biology of Proteins CIPKeBiP (Seat at Jožef Stefan Institute), Jamova 39, 1000 Ljubljana, Slovenia. stojan.stavber@ijs.si.
authors.forename: Stojan
authors.initials: S
authors.lastname: Stavber
mesh_terms: D001592:Benzyl Alcohols / Q000737:chemistry*; D054879:Halogenation; D006859:Hydrogen / Q000737:chemistry; D015394:Molecular Structure; D012967:Sodium Dodecyl Sulfate / Q000737:chemistry; D013237:Stereoisomerism; D013388:Succinimides / Q000737:chemistry*; D013501:Surface-Active Agents / Q000737:chemistry; D014867:Water / Q000737:chemistry
chemical_list: D001592:Benzyl Alcohols; D013388:Succinimides; D013501:Surface-Active Agents; D014867:Water; D012967:Sodium Dodecyl Sulfate; D006859:Hydrogen
keywords: N-halosuccinimides; halogenation; halohydrins; tertiary alcohols; water