SNi

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Please note that the content of this book primarily consists of articles available from Wikipedia or other free sources online. SNi or Substitution Nucleophilic internal stands for a specific but not often encountered nucleophilic aliphatic substitution reaction mechanism. A typical representative organic reaction displaying this mechanism is the chlorination of alcohols with thionyl chloride, or the decomposition of alkyl chloroformates, the main feature is retention of stereochemical configuration. Thionyl chloride first reacts with the alcohol to form an alkyl chloro sulfite, actually forming an intimate ion pair. The second step is the concerted loss of a sulfur dioxide molecule and its replacement by the chloride, which was attached to the sulfite group. The difference between SN1 and SNi is actually that the ion pair is not completely dissociated, and therefore no real carbocation is formed, which else would lead to a racemisation.

Weitere Informationen

  • Allgemeine Informationen
    • GTIN 09786131017902
    • Editor Lambert M. Surhone, Miriam T. Timpledon, Susan F. Marseken
    • Genre Chemie
    • Größe H220mm x B220mm
    • EAN 9786131017902
    • Format Fachbuch
    • Titel SNi
    • Herausgeber Betascript Publishing
    • Anzahl Seiten 80

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