A thermodynamic study of α-, β-, and γ-cyclodextrin-complexed m-methyl red in alkaline solutions

  • Sa’ib J. KhouriEmail author
  • Ibrahim A. Abdel-Rahim
  • Ehab M. Shamaileh
Original Article


The UV/Visible spectra of m-methyl red (m-MR) ({3-[4-(dimethyl-amino) phenylazo] benzoic acid}) were examined in basic, acidic and strongly acidic aqueous solutions. The observed spectra of m-MR were analyzed and compared with the tautomeric and resonance structures that suggested theoretically. Three isosbestic points in the spectra were observed around 508, 464 and 443 nm representing three different equilibriums between four different species of m-MR. The inclusion constant (Kf) for the inclusion of basic form of m-MR with alpha-, Beta-, and gamma-Cyclodextrin (α-, β- and γ-CD) was evaluated at different temperatures using Benesi-Hildebrand method. The values of Kf at 25 °C were found to be 8.70 × 103, 4.93 × 103 mol−1 dm3 and 2.95 × 107 mol−2 dm6 basis on the inclusion complex ratios (m-MR:CD) of 1:1, 1:1, and 2:1 respectively. The values of the thermodynamic quantities ΔH°, ΔS°, ΔG° for the different inclusion processes were calculated by using Van’t Hoff plot. For all cases of the studied inclusion processes, these inclusions were favored through entropy and enthalpy changes.


Inclusion complexes Cyclodextrins Formation constant m-methyl red α- β- and γ-Cyclodextrin 



This work was supported by the University of Jordan, Amman, Jordan.


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Copyright information

© Springer Science+Business Media B.V. 2012

Authors and Affiliations

  • Sa’ib J. Khouri
    • 1
    Email author
  • Ibrahim A. Abdel-Rahim
    • 2
  • Ehab M. Shamaileh
    • 2
  1. 1.Department of ChemistryAmerican University of Madaba (AUM)MadabaJordan
  2. 2.Department of ChemistryUniversity of JordanAmmanJordan

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