skip to main content

Kinetics of Enolisation of Acetophenone and p-Bromoacetophenone: Comparative Studies

Swati Malhotra  -  Department of Chemistry, SLP Science College Gwalior, Madhya Pradesh,, India
*Dipika Kaur Jaspal  -  Department of Applied Science, Symbiosis Institute of Technology, Symbiosis International University, Lavale, Pune, Maharashtra,, India

Citation Format:
Graphical abstract 4653

Biomolecules (Amino Acids) have been used as catalysts for the study of kinetics involved in enolosation of acetophenone and p-bromoacetophenone, and comparative study has been carried out. The process of enolisation was studied by halogenations reactions using iodine. The stoichiometery was determined in each case and the kinetic reactions were carried out to study the effect of catalyst and temperature. The enolisation process was investigated as a bimolecular reaction. The rate of enolisation was of the order p- Bromoacetophenone > Acetophenone depending on the type of substituent. The process was investigated to follow Arrhenius equation. Values for various thermodynamic parameters like Entropy (∆S≠) and Enthalpy (∆H≠) were found to be -2.126 e.u. & -10.88 e.u. and 19.06 K. cal mol-1 & 19.01 K. cal mol-1 for acetophenone and p-bromoacetophenone respectively. © 2013 BCREC UNDIP. All rights reserved

Received: 23rd March 2013; Revised: 21st June 2013; Accepted: 30th June 2013

[How to Cite: Malhotra, S., Jaspal, D. (2013). Kinetics of Enolisation of Acetophenone and p-Bromoacetophenone: Comparative Studies. Bulletin of Chemical Reaction Engineering & Catalysis, 8(2): 105-109. (doi:10.9767/bcrec.8.2.4653.105-109)]


Fulltext View|Download
Keywords: Amino Acids; Acetophenone ; Enolisation ; p-Bromoacetophenone ; Catalysis
Funding: CSIR

Article Metrics:

  1. A. F. and More O'Ferrall R.A. (1994). Equilibrium Constants for Ionisation And Enolisation of 2-Phenylacetylfuran, J. Chem. Soc. Perkin Trans,. 2 12: 2453-2459
  2. Khirwar, S.S. (2010). Kinetics of the Enolisation of p-EthoxyAcetophenone Catalysed by Amino Acids, Oriental J.Chem., 26:1037-1042
  3. Maria, P. D. Fontana, A. Siani, G. Spinelli, D. (1998). Kinetics of the Enolisation Reactions of 3-Acetyl-2,5-dimethylfuran and of 2-Acetylselenophene Eur. J. Org. Chem., 9: 1867-1872
  4. Ahmed, M. K.S. Bharatam, P.V. (2005). Importance of sulfoxidation in rapid racemisation of glitazones, Indian J. Chem., 44: 600-606
  5. Ariza, X. Asins, G. Garcia, J. Hegardt, F. G. Makowski, K. Serra, D. Velasco, (2010). Preparation of α-labeled aldehydes by base-catalyzed exchange reactions, J. Labell. J. Comp. and Radioharm, 53:556-558
  6. Craig W. M. and Broderick, G. A. (1984). Amino Acids Released During Protein Degradation By Rumen Microbes, J. Anim. Sci,. 58: 436-443
  7. Dobhal, B. Farooqui, M. Ubale, M. (2010). Kinetics of Permagnetic oxidation of 4-hydroxy Benzaldehyde in acidic media, Int. J. Chem. Tech. Res., 2: 443-446
  8. Singh, B. Pandey, L. Sharma, J. Pandey, S. M. (1982) . Mechanism of oxidation of some aliphatic ketones by N-bromosuccinimide in acidic media. Tetrahedron ,38 :169-172
  9. Tandon, P. K. Kumar S., Srivastava, M. Khanam, S. Z. Singh, S. B. (2007). Oxidation of hydrates of cyclic ketones by alkaline hexacyanoferrate(III), J. Mol. Cat. A: Chem., 261: 282-287
  10. Tandon, P. K. Sehgal. S. Singh, A. K. Kumar, S., Mamta (2006). Oxidation of cyclic ketones by cerium(IV) in presence of iridium(III) chloride, J. Mol. Cat A: Chem., 258: 320-326
  11. Raillard, C. Hequet, V. Cloirec, P. Le Legrand, J. (2004). Kinetic study of ketones photocatalyic oxidation I gas phase using TiO2 containing paper : effect of water vapor, J. Photochem. Photobiol. A: Chem.,163: 425-431
  12. Zacuto, M. J. Cai, D. (2005). Iodine-mediated Z-selective oxidation of ketones to α,β-unsaturated esters: synthesis and mechanistic studies, Tetrahedron Letters, 46: 8289-8292
  13. Mahadevappa, D.S. Mohan, K. Ananda, S. (1986). Electrolytic partial fluorination of organic compounds. Part 48: Anodic fluorination of 2-cyano-1-methylpyrrole, Tetrahedron 42: 4857-4860
  14. Escobar, G.P. Beroy, A.Q. Pina Iritia, M. P. Huerta, H. (2004). Kinetic study of the combustion of methyl-ethyl ketone over α-hematite catalyst, Chem. Eng. J., 102:107-117
  15. Agarwal, A. Sharma, G. Khandelwal, C. L. Sharma, P.D. (2002). Kinetics and Mechanism of Oxidation of Mannitol by Sulphato-cerium(IV) Species in Aqueous Acid Medium, Inorg. Reac. Mech., 4: 233-239
  16. Malhotra S. and Jaspal, D. (2011). Study of Effect of Catalyst and Solvent on the Enolisation Process of p-Bromoacetophenone, Bull. of Cata. Soc. of India, 10: 1-6
  17. Malhotra S. and Jaspal, D. (2012). Kinetics of Amino Acid Catalyzed Enolisation of Acetophenone, J. of Chem. and Pharm. Res., 4: 239-245
  18. Hansch, C. Leo A. and Taft, R. W. (1991). A survey of Hammett substituent constants and resonance and field parameters, Chem. Rev., 91: 165-195

Last update:

No citation recorded.

Last update:

No citation recorded.