Journal of Solution Chemistry

, Volume 41, Issue 6, pp 1067–1078 | Cite as

Spectrophotometric Investigation of the Charge–Transfer Interaction of 2,3-Dicyano-1,4-naphthoquinone with N-Ethylaniline in Chlorinated Solvents

  • Subhash R. Magadum
  • Gururaj M. Neelgund
  • Abhay S. Kulkarni
  • M. L. Budni
Article
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Abstract

The charge–transfer interaction between 2,3-dicyano-1,4-naphthoquinone (DCNQ) and N-ethylaniline was studied in the halocarbons chloroform and dichloromethane and a 1:1 (v/v) mixture of these two solvents. A rapid interaction between DCNQ and N-ethylaniline results in the formation of the monosubstituted final product. The reaction is found to proceed through an initial charge–transfer (CT) complex intermediate. The equilibrium constants of the π-complex, in all the three media, were evaluated along with first-order and second-order rate constants for the appearance and disappearance of the π- and σ-complexes. The final product was isolated and characterized by IR, NMR and elemental analysis. Based on the kinetic results a mechanism was proposed for the reaction.

Keywords

2,3-Dicyano-1,4-naphthoquinone (DCNQ) CT-complex Spectrophotometric method N-Ethylaniline EDA complex 
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Copyright information

© Springer Science+Business Media, LLC 2012

Authors and Affiliations

  • Subhash R. Magadum
    • 1
    • 2
  • Gururaj M. Neelgund
    • 1
  • Abhay S. Kulkarni
    • 1
  • M. L. Budni
    • 1
  1. 1.P.G. Department of Studies in ChemistryKarnatak UniversityDharwadIndia
  2. 2.Dept. of ChemistryS.B. Arts & K.C.P. Science CollegeBijapurIndia

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