Chemistry of Heterocyclic Compounds

, Volume 2, Issue 5, pp 489–492 | Cite as

Kinetics of deuterium exchange of furan and methylfurans in dimethylsulfoxide

  • A. I. Shatenshtein
  • A. G. Kamrad
  • I. O. Shapiro
  • Yu. I. Ranneva
  • S. A. Hiller
Article

Abstract

Rates of exchange between deuterium in 2D-, 3D-, 2D-3CH3-, and 2D-5CH3 -furan and a solution of potassium tert-butoxide in dimethylsulfoxide are measured. Protophilic deuterium exchange at position 2 in the furan molecule is 600 times faster than that at position 3, while a methyl group at position 3 or 5 retards it 10-fold. Catalytic activities of potassium and lithium butoxides are compared.

Keywords

Methyl Potassium Lithium Organic Chemistry Catalytic Activity 

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Copyright information

© The Faraday Press, Inc. 1968

Authors and Affiliations

  • A. I. Shatenshtein
    • 1
    • 2
  • A. G. Kamrad
    • 1
    • 2
  • I. O. Shapiro
    • 1
    • 2
  • Yu. I. Ranneva
    • 1
    • 2
  • S. A. Hiller
    • 1
    • 2
  1. 1.Karpov Institute of Physical ChemistryMoscow
  2. 2.Institute of Organic SynthesisAS Latvian SSRRiga

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