Kinetic study on chalcones and schiff base proton transfer reactions

Layla Abdul Rahman, Ahlam Mohammed Farhan, Abd Al Rahman Al-Taee, Abdul Amir H. Kadhum, Abu Bakar Mohamad

Research output: Contribution to journalArticle

1 Citation (Scopus)

Abstract

The rate of kinetics reaction of Schiff bases [N-(4-nitrobenzylidene-1-phenyl methanamine)] [N-(4-bromobenzylidene-1-phenyl methanamine)] and their derivatives with chalcone (2-benzylidine-1-tetralone) are investigated in this work. These compounds were prepared via Claisen-Schmidt condensation of drug ketones and the appropriate benzaldehyde derivative to form spiropyrrolidine. The kinetics was studied using spectrophotometer in dichloroethane as a solvent. The study was carried out in liquid phase using several techniques to follow the rates of the mechanistic; first step, the formation of the intermediate was followed by spectroscopic analysis. This study indicated a pseudo first order dependence with reaction rates of furan ring > H > p-NO2 at any temperature range from 293 to 333 K. The second step involves measurement the rate of its cyclization to form the product. The reaction kinetics was monitored using spectrophotometer indicating a first order dependence with sequence of p-NO2 > H > furan ring. A suitable mechanism for this type of reaction was proposed. The kinetic study provides information about the formation of the intermediate and cyclic process. Moreover, the calculated activation parameters and entropies of activation are used to support the proposed mechanism.

Original languageEnglish
Pages (from-to)765-770
Number of pages6
JournalAsian Journal of Chemistry
Volume28
Issue number4
DOIs
Publication statusPublished - 1 Apr 2016

Fingerprint

Chalcones
Proton transfer
Schiff Bases
Spectrophotometers
Reaction kinetics
Tetralones
Chemical activation
Ethylene Dichlorides
Derivatives
Chalcone
Kinetics
Spectroscopic analysis
Cyclization
Ketones
Reaction rates
Condensation
Entropy
Liquids
Pharmaceutical Preparations
Temperature

Keywords

  • Activation parameters
  • Chalcone
  • Spiropyrrolidine

ASJC Scopus subject areas

  • Chemistry(all)

Cite this

Rahman, L. A., Farhan, A. M., Al-Taee, A. A. R., Kadhum, A. A. H., & Mohamad, A. B. (2016). Kinetic study on chalcones and schiff base proton transfer reactions. Asian Journal of Chemistry, 28(4), 765-770. https://doi.org/10.14233/ajchem.2016.19452

Kinetic study on chalcones and schiff base proton transfer reactions. / Rahman, Layla Abdul; Farhan, Ahlam Mohammed; Al-Taee, Abd Al Rahman; Kadhum, Abdul Amir H.; Mohamad, Abu Bakar.

In: Asian Journal of Chemistry, Vol. 28, No. 4, 01.04.2016, p. 765-770.

Research output: Contribution to journalArticle

Rahman, LA, Farhan, AM, Al-Taee, AAR, Kadhum, AAH & Mohamad, AB 2016, 'Kinetic study on chalcones and schiff base proton transfer reactions', Asian Journal of Chemistry, vol. 28, no. 4, pp. 765-770. https://doi.org/10.14233/ajchem.2016.19452
Rahman, Layla Abdul ; Farhan, Ahlam Mohammed ; Al-Taee, Abd Al Rahman ; Kadhum, Abdul Amir H. ; Mohamad, Abu Bakar. / Kinetic study on chalcones and schiff base proton transfer reactions. In: Asian Journal of Chemistry. 2016 ; Vol. 28, No. 4. pp. 765-770.
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