Issue

Vol. 26 No. 2 (2014): Vol 26 Issue 2

Copyright (c) 2014 AJC

Creative Commons License

This work is licensed under a Creative Commons Attribution 4.0 International License.

Promotive Effects in a-Monochloropropionic Acid Catalytic Synthesis with Propionic Anhydride

https://doi.org/10.14233/ajchem.2014.15520
Jianwei Xue*
Research Institute of Special Chemicals, Taiyuan University of Technology, Taiyuan 030024, P.R. China *Corresponding author: Tel/Fax: +86 351 6111178; E-mail: xuejianwei@yeah.net
Beibei Qi
Research Institute of Special Chemicals, Taiyuan University of Technology, Taiyuan 030024, P.R. China *Corresponding author: Tel/Fax: +86 351 6111178; E-mail: xuejianwei@yeah.net
Xiaoguang Wen
Research Institute of Special Chemicals, Taiyuan University of Technology, Taiyuan 030024, P.R. China *Corresponding author: Tel/Fax: +86 351 6111178; E-mail: xuejianwei@yeah.net
Yingying Wang
Research Institute of Special Chemicals, Taiyuan University of Technology, Taiyuan 030024, P.R. China *Corresponding author: Tel/Fax: +86 351 6111178; E-mail: xuejianwei@yeah.net
Zhiping Lv
Research Institute of Special Chemicals, Taiyuan University of Technology, Taiyuan 030024, P.R. China *Corresponding author: Tel/Fax: +86 351 6111178; E-mail: xuejianwei@yeah.net
Fuxiang Li
Research Institute of Special Chemicals, Taiyuan University of Technology, Taiyuan 030024, P.R. China *Corresponding author: Tel/Fax: +86 351 6111178; E-mail: xuejianwei@yeah.net

Asian Journal of Chemistry, Vol. 26 No. 2 (2014): Vol 26 Issue 2

Abstract

Selective a-chlorination of propionic acid to synthesize a-monochloropropionic acid was investigated in a laboratory-scale at 130 ºC at atmospheric total pressure and in the presence of propionic anhydride as catalyst. Sulfuric acid and common Lewis acid were selected as promotive catalysts considering that the acid-catalyzed enolization is the rate determining step in the chlorination reaction of this experiment, also the reaction selectivity and activity were discussed in the presence of promotive catalysts. The studies revealed that the ferric chloride and sulfuric acid all have prominent promotive effects. Typically the amount of a-monochloropropionic acid can reach 96.14 % when 0.07 g of ferric chloride was added. Furthermore, our results demonstrated that the reaction selectivity and activity were dramatically enhanced after introducing Lewis acid as promotive catalysts.

Keywords

a -Monochloropropionic acid Promotive effect Lewis acid.
Xue*, J., Qi, B., Wen, X., Wang, Y., Lv, Z., & Li, F. (2014). Promotive Effects in a-Monochloropropionic Acid Catalytic Synthesis with Propionic Anhydride. Asian Journal of Chemistry, 26(2), 481–485. https://doi.org/10.14233/ajchem.2014.15520
Download Citation
Endnote/Zotero/Mendeley (RIS)
BibTeX
References
  1. W.G. Pan and H.J. Zhang, Chem. World, 51, 40 (2010).
  2. Y. Ogata and S. Watanabe, J. Org. Chem., 44, 2768 (1979); doi:10.1021/jo01329a035.
  3. S.C. Taylor, In Opportunities in biotransformations. Elsevier Applied Science Publisher, New York.p.170(1990).
  4. Y. Ogata and K. Adachi, J. Org. Chem., 47, 1182 (1982); doi:10.1021/jo00346a007.
  5. F. Kenzo and H. Masataka, Patent WO: 9746538 (1997).
  6. H.R. Merkle, E. Fretschner and H. Hansen, CN: 1168130 (1997).
  7. T. Salmi, P. Mäki-Arvela, E. Paatero and R. Byggningsbacka, J. Chem. Technol. Biotechnol., 75, 89 (2000); doi:10.1002/(SICI)1097-4660(200001)75:1<89::AID-JCTB179>3.0.CO;2-C.
  8. P. Maki-Arvela, T. Salmi and E. Paatero, Ind. Eng. Chem. Res., 33, 2073 (1994); doi:10.1021/ie00033a008.
  9. X.P. Tao, Fine J. Chem. Interm., 35, 47 (2005). (china).
  10. C.S. Liu, H.X. Zhou and M. He, J. Liaoning Univ. Petrol. Chem. Technol., 25, 17 (2005). (china).
  11. J.F. Zi and L. Zhu, Chem. Res., 12, 39 (2001).
  12. S.Y. Jia, Y.R. Ren and S.C. Zhang, J. BaoJi Coll. Arts Sci., 23, 279(2003).
Read More
Author biographies is not available.
Download
PDF
Statistic
Read Counter : 0 Download : 0