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Carbon-13 fractionation in the oxidation of sodium propionate of natural isotopic composition with permanganate in water solution and with manganate in alkaline solution has been investigated and compared with carbon-14 kinetic isotope effects in the oxidation of (3-14C) – and (2-14C) propionate with permanganate. The experimental carbon-13 isotope ratios, R(13C/12C)cumul., corrected for dilution of R(13C/12C)a by carbon dioxide derived from all external sources and by carbon dioxide derived from (C-1) and from (C-3) of propionate at its complete and partial oxidations, used for calculation of 13C alfa KIE, provided the carbon-13 isotope effects corresponding to initial oxidation of alpha carbon, which correlate well with (2-14C) KIE determined previously, (k12/k13 -1)?100 ? 1/2(k12/k14 -1)?100 ? 1/2(4.6š0.3) at 373 K. The possibility of extension of isotope ratio measurements, using modern double collector mass spectrometers, from geochemical, biomedical, agriculture and environmental research to carbon-13 isotope effects studies in chemical organic reactions is briefly discussed.
Słowa kluczowe
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Tom
Strony
221--224
Opis fizyczny
Bibliogr. 23 poz., rys.
Twórcy
autor
- Faculty of Chemistry, Jagiellonian University, 3 Ingardena Str., 30-060 Cracow, Poland, Fax: +4812/ 6340515
autor
- Fulbright College of Arts and Sciences, Department of Chemistry and Biochemistry, 115 Chemistry Building, University of Arkansas, Fayetteville, AR 72701, USA
autor
- Faculty of Chemistry, Jagiellonian University, 3 Ingardena Str., 30-060 Cracow, Poland, Fax: +4812/ 6340515
autor
- J. Stefan Institute, SI-1000 Ljubljana, Jamova Str. 39, Slovenia
autor
- Faculty of Chemistry, Jagiellonian University, 3 Ingardena Str., 30-060 Cracow, Poland, Fax: +4812/ 6340515
autor
- J. Stefan Institute, SI-1000 Ljubljana, Jamova Str. 39, Slovenia
- Faculty of Chemistry, Jagiellonian University, 3 Ingardena Str., 30-060 Cracow, Poland, Fax: +4812/ 6340515
Bibliografia
- 1. Barrie A, Clarke M. C., Cokayne R. A. (1982) An organic preparation system for 13C stable isotope ratio analysis. In: Schmidt H. L., Forstel H, Heinzinger K (eds) Stable isotopes. Proceedings of the 4th Int Conf, Jülich, March 23-26, 1981. Analytical Chemistry Symposia Series, vol. 11. Elsevier Sci, Amsterdam-Oxford-New York, pp 655–659
- 2. Duchesne J, Lacroix M, Mosora F (1982) Use of the 13C/12C breath test to study sugar metabolism in animals and men. In: Schmidt H. L., Forstel H, Heinzinger K (eds) Stable isotopes. Proceedings of the 4th Int Conf, Jülich, March 23-26, 1981. Analytical Chemistry Symposia Series, vol. 11. Elsevier Sci, Amsterdam-Oxford-New York, pp 399–407
- 3. Dudek E (1974) The investigation of oxidation of (2-14C) propionate with potassium permangate in 2 N KOH medium. M.Sc. thesis. Division of Nuclear Chemistry, Institute of Chemistry, Jagiellonian University, Cracow
- 4. Dunn G. E. (1977) Carbon-13 kinetic isotope effects in decarboxylation. In: Isotopes in organic chemistry. Elsevier Sci Publ Co., Amsterdam, pp 1–40
- 5. Finnigan MAT (1997) Fully automated 13C-UBT mass spectrometer system for the diagnosis of gastric Helicobacter pylori infection. In: Breath MAT pluss, 28197 Bremen, Germany, pp 2–11
- 6. Fry A (1970) Heavy atom isotope effects in organic reactions mechanism studies. In: Isotope effects in chemical reactions. Van Nostrand Reinhold Co., New York, pp 364–414
- 7. Kinnunen T, Lassonen K (2000) A density functional study of the catalytic carbonylation of methanol. In: Catalysis in XXI century from quantum chemistry to industry. Int Symp, Cracow, Poland, May 4-7, 2000. P–42, p 76
- 8. Klein P. D, Klein E. R. (1982) The commercial feasibility of 13C breath tes.ts. In: Schmidt HL, Forstel H, Heinzinger K (eds) Stable isotopes. Proceedings of the 4th Int Conf, Jülich, March 23-26, 1981. Analytical Chemistry Symposia Series, vol. 11. Elsevier Sci, Amsterdam-Oxford-New York, pp 347–352
- 9. McKay HAC (1971) Principles of radiochemistry. Butterworths, London
- 10. McKinney C. R., McRea J. M, Epstein S, Allen H. A., Urey H. C. (1950) Improvements in mass spectrometers for the measu.rements of small differences in isotope abundance ratios. Rev Sci Instrum 21:724–730
- 11. Nahinsky P, Rice C. N., Ruben S, Kamen M. D. (1942) Tracer studies with radioactive carbon. The synthesis and oxidation of several three carbon acids. J Am Chem Soc 64:2299–2302
- 12. Oesselman J (1991) On the development of automatic sample preparation devices. In: Sample preparation and sample handling for gas isotope mass spectrometers. Finnigan MAT Textronica AG, Switzerland, pp CH–9463
- 13. Roy M, Ponceblanc H, Volta J. –C.(2000) Selective oxidation of light alkanes (ethane oxidation to acetic acid). In: Catalysis in XXI century from quantum chemistry to industry. Int Symp, Cracow, Poland, May 4-7, 2000. Plenary lecture, p 31
- 14. Stewart R (1965) Oxidation by permanganate. In: Wiberg KB (ed) Oxidation in organic chemistry. Academic Press, New York, chapter 1
- 15. Zieliński M (1981) Oxidation of (3-14C) propionic acid with alkaline permanganate. Radiochem Radioanal Letters 47:193–202
- 16. Zieliński M (1986) Deuterium isotope effect in the oxidation of sodium (2-2H2) propionate with manganate and permanganate in water solutions of sodium hydroxide. Nukleonika 31:81–95
- 17. Zieliński M (1986) Studies on isotope effects of carbon-14 and tritium and on exchanges of tritium in oxidation reactions of labelled propionates. Inst Nucl Phys Nucl Tech, Academy of Mining and Metallurgy, Cracow, pp 43–52
- 18. Zieliński M (1987) Investigation of the deuterium isotope effect during oxidation of sodium (2-2H2) propionate with permanganate in NaOH solutions of low ionic strength. Nukleonika 32:3–14
- 19. Zieliński M (1988) Deuterium kinetic isotope effect in the oxidation of sodium (2-D2) propionate in water solutions. J Radioanal Nucl Chem, Articles 121:499–507
- 20. Zieliński M, Fry A (1984) 14C kinetic isotope effects in the oxidations of (3-14C) and (2-14C) propionates with permanganate in NaOH water solutions. In: Proceeding on 188th ACS National Meeting, Philadelphia, August 1984
- 21. Zieliński M, Fry A (1984) Search for the C-14 isotope effects in the alkaline permanganate oxidation of carbon-14 labelled sodium propionates. In: Proceedings on Annual Meeting of the Polish Chem Soc, Kielce, September 19-22, 1984, pp 183 (s-2/125)
- 22. Zieliński M, Kańska M (1992) Syntheses and uses of isotopically labelled acid derivatives. In: Patai S (ed) The chemistry of acid derivatives, vo1. 2, suppl B. John Wiley, Chichester, New York, pp 371–546
- 23. Zieliński M, Kańska M (1992) Syntheses and uses of isotopically labelled acid derivatives. In: Patai S (ed) The chemistry of acid derivatives, vol. 2, suppl B. John Wiley, Chichester, New York, pp 524–528
Typ dokumentu
Bibliografia
Identyfikator YADDA
bwmeta1.element.baztech-article-BUJ5-0004-0116
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