Investigation of hydration and distribution of trifluoroacetophenone and its derivatives in hexane – aqua system

  • Yulya V. Matveichuk Belarusian State University, 4 Niezaliežnasci Avenue, Minsk 220030, Belarus
DOI: https://doi.org/10.33581/2520-257X-2019-1-51-58

Abstract

UV spectrophotometric and chromatographic study of the distribution and hydration of trifluoroacetophenone (TFAF) and some its derivatives (  p-trifluoroacetyl benzoic acid heptyl ester (TFABAHE), p-methyltrifluoroacetophenone (  p-MTFAF), 2,4-dimethyltrifluoroacetophenone (DMTFAF), 2,4,6-trimethyltrifluoroacetophenone (TMTFAF)) in the hexane-water system, which models the polyvinyl chloride membrane of ion-selective electrodes was investigated. TFAF has a high solubility in water (distribution coefficient D is equal to 415) as compared with p-MTFAF, DMTFAF, TMTFAF and TFABAHE (D within 1360 –2700). Hydration occurs most strongly to TFABAHE and is especially strong in alkaline medium. It is established that p-MTFAF and TFABAHE form a crystalline hydrates.

Author Biography

Yulya V. Matveichuk, Belarusian State University, 4 Niezaliežnasci Avenue, Minsk 220030, Belarus

PhD (chemistry), docent; doctoral student at the department of analytical chemistry, faculty of chemistry

References

  1. Matveichuk Yu, Akayeu Ya, Rakhman’ko E. Hydration of p-trifluoroacetyl benzoic acid heptyl ester: how it affects analytical characteristics of sulphate selective electrodes based on higher quaternary ammonium salts. Chemical Papers. 2018;72(2):509–514. DOI: 10.1007/s11696-017-0294-5.
  2. Lomako SV, Astapovich RI, Nozdrin-Plotnitskaya OV, Pavlova TE, Lei S, Nazarov VA, et al. Sulfate-selective and its application for sulfate determinations in aqueous solutions. Analytica Chimica Acta. 2006;562(2):216–222. DOI: 10.1016/j.aca.2006.01.047.
  3. Matveichuk Yu, Rakhman’ko E, Akayeu Ya, Stanishevskii D. Ion-selective electrodes based on long-chain quaternary ammonium salts with enhanced steric accessibility, and their application for determination of hydrophilic double-charged inorganic anion. Chemical Papers. 2018;72(3):731–739. DOI: 10.1007/s11696-017-0320-7.
  4. Egorov VV, Nazarov VA, Okaev EB. [Sulfate selective electrode based on QAS of asymmetric structure and its application in analysis of biological liquids (urine)]. Vestnik BGU. Seriya 2. Khimiya. Biologiya. Geografiya. 2005;3:9−14. Russian.
  5. Egorov VV, Nazarov VA, Okaev EB, Pavlova ТЕ. [New sulfate selective electrode and its application in analysis]. Zhurnal analiticheskoi khimii. 2006;61(4):416–422. DOI: 10.1134/S1061934806040150. Russian.
  6. Antonisse MMG, Reinhoudt DN. Potentiometric Anion Selective Sensors. Electroanalysis. 1999;11(14):1035–1048. DOI: 10.1002/(SICI)1521-4109(199910)11.
  7. Makarychev-Mikhailov S, Legin A, Mortensen J, Levitchev S, Vlasov Yu. Potentiometric and theoretical studies of the carbonate sensors based on 3-bromo-4-hexyl-5-nitrotrifluoroacetophenone. Analyst. 2004;129(3):213−218. DOI: 10.1039/b310560a.
  8. Shim JH, Jeong IS, Lee MH, Hong HP, On JH, Kim KS, et al. Ion-selective electrodes based on molecular tweezer-type neutral carriers. Talanta. 2004;63(1):61−71. DOI: 10.1016/j.talanta.2003.12.050.
  9. Bart TYa, Karavan VS, Grekovich AL, Ampilogova NA, Yurinskaya VE, Nikiforov VA. [The use of Lewis acids in membranes of film ion-selective electrodes]. Zhurnal analiticheskoi khimii. 1990;45(7):1364–1371. Russian.
  10. Matveichuk YuV, Rakhman’ko EM, Okaev EB. Ionoselektivnye elektrody na osnove vysshikh chetvertichnykh ammonievykh solei, obratimye k dvukhzaryadnym neorganicheskim anionam [Ion-selective electrodes based on higher quaternary ammonium salts reversible to doubly charged inorganic anion]. Minsk: BSU; 2018. 239 p. Russian.
  11. Wang K, Seiler K, Haug J-P, Lehmann B, West S, Hartman K, Simon W. Hydration of trifluoroacetophenones as the basis for an optical humidity sensor. Analytical Chemistry. 1991;63(10):970–974. DOI: 10.1021/ac00010a007.
  12. Stuart BH. Infrared Spectroscopy: Fundamentals and Applications. New York: Wiley; 2004. 244 p.
Published
2019-02-15
Keywords: trifluoroacetophenone, p-trifluoroacetyl benzoic acid heptyl ester, hydration
How to Cite
Matveichuk, Y. V. (2019). Investigation of hydration and distribution of trifluoroacetophenone and its derivatives in hexane – aqua system. Journal of the Belarusian State University. Chemistry, 1, 51-58. https://doi.org/10.33581/2520-257X-2019-1-51-58
Issue
No 1 (2019): Journal of the Belarusian State University. Chemistry
Section
Original Articles

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