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Synthesis of six deuterated sulfur containing odorants to be used as internal standards in quantification assays

Synthese von sechs deuterierten, Schwefel enthaltenden Geruchsstoffen zur Verwendung als Interne Standardsubstanzen bei quantitativen Analysen

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Zusammenfassung

Die Synthese von mit Deuterium markiertem 2-Furfurylthiol, 2-Methyl-3-mercaptofuran und seinem Disulfid, 2,4,5-Trimethylthiazol, 3-Mercapto-2-pentanon und 3-(Methylthio)propanal wird beschrieben. Die Massenspektren werden dargestellt und mit denen der unmarkierten Substanzen verglichen.

Summary

The synthesis of deuterium-labelled 2-furfurylthiol, 2-methyl-3-mercaptofuran and its disulfide, 2,4,5-trimethyl thiazole, 3-mercapto-2-pentanone and 3-(methylthio)propanal is described. The mass spectra are given and compared with those of the unlabelled materials.

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References

  1. Guichard E (1988) J Food Sci 53:1902–1904

    Google Scholar 

  2. Schieberle P, Grosch W (1987) J Agric Food Chem 35:252–257

    Google Scholar 

  3. Sen A, Laskawy G, Schieberle P, Grosch W (in press) J Agric Food Chem

  4. Guth H, Grosch W (1990) Lebensm Wiss Technol 23:513–522

    Google Scholar 

  5. Gasser U, Grosch W (1988) Z Lebensm Unters Forsch 186:489–494

    Google Scholar 

  6. Gasser U, Grosch W (1990) Z Lebensm Unters Forsch 190:3–8

    Google Scholar 

  7. Reichstein T, Staudinger H (1955) Perfum Essent Oil Rec 46:86–88

    Google Scholar 

  8. Tressl R, Silwar R (1981) J Agric Food Chem 29:1078–1083

    Google Scholar 

  9. Schieberle P (1990) Occurrence and formation of roast-smelling odorants in wheat bread crust and popcorn. In: Bessière Y, Thomas AF (eds) Flavour science and technology. Wiley, Chichester, p 105

    Google Scholar 

  10. Guadagni DG, Buttery RG, Turnbaugh JG (1972) J Food Sci Agric 23:1435–1442

    Google Scholar 

  11. Schieberle P, Grosch W (1991) Z Lebensm Unters Forsch 192:130–135

    Google Scholar 

  12. Sherman E, Amstutz ED (1950) J Org Chem 72:2195–2198

    Google Scholar 

  13. Flank RL, Smith P (1946) J Org Chem 68:2103–2106

    Google Scholar 

  14. Kofod H (1963) Organic Synthesis 4:491–493

    Google Scholar 

  15. Ly ND, Schlosser M (1977) Helv Chim Acta 60:2085–2088

    Google Scholar 

  16. Sornay R, Meunier JM, Fournari P (1971) Bull Soc Chim 3:990–1000

    Google Scholar 

  17. Jones E, Moodie IM (1973) Organic Synthesis 50:104–106

    Google Scholar 

  18. Evers WJ, Heinsohn HH Jr, Mayers BJ, Sanderson A (1976) In: Charalambous G, Katz I (eds) Phenolic, sulfur and nitrogen compounds in food flavours. ACS Symp Ser 26, Am Chem Soc, Washington DC, pp 184–193

    Google Scholar 

  19. Kurkjy RP, Brown EV (1952) J Am Chem Soc 74:5778–5779

    Google Scholar 

  20. Ganapathi K, Venkataraman A (1945) Proc Indian Acad Sci 22A, 343–358 in Chem Abstr 40:4056

    Google Scholar 

  21. Michailov BM, Bronowizkaya VP (1956) Zhur Obshch Khim 26:66–68 in Chem Abstr 50:13874

    Google Scholar 

  22. Asinger F, Schäfer W, Herkelmann G, Römgens H, Reintges BD, Scharein G, Wegerhoff A (1964) Justus Liebigs Ann Chem 672:156–178

    Google Scholar 

  23. Cederlund B, Lantz R, Hörnfeldt AB, Thorstadt O, Undhelm K (1977) Acta Chem Scand B 31:198–202

    Google Scholar 

  24. Corey EJ, Suggs JW (1975) Tetrahedron Lett 31:2647–2650

    Google Scholar 

Download references

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Authors and Affiliations

  1. Deutsche Forschungsanstalt für Lebensmittelchemie, Lichtenbergstrasse 4, W-8046, Garching, Federal Republic of Germany

    Alina Sen & Werner Grosch

Authors
  1. Alina Sen
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  2. Werner Grosch
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Sen, A., Grosch, W. Synthesis of six deuterated sulfur containing odorants to be used as internal standards in quantification assays. Z Lebensm Unters Forch 192, 541–547 (1991). https://doi.org/10.1007/BF01202510

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  • DOI: https://doi.org/10.1007/BF01202510

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