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Zur Colorimetrie des Furfurols

I. Mitteilung Die Stenhouse-Reaktion primärer aromatischer Amine

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Summary

A review is given of the mechanism of the Stenhouse-reaction (SR) of arylamines with furfural and of its qualitative and quantitative analytical applications.

A number of factors, which influence the use of the SR for the colorimetric determination of furfural in Tollens-distillates are discussed in the experimentical part. It was found, that the addition of stannous chloride not only stabilises the SR-colour but also catalyses the SR itself. The presence of aldehydes other than furfural in Tollensdistillates, primarily has a negative influence on the SR of furfural. Spectral overlapping by reaction products from these aldehydes is less important.

Aniline, p-anisidine and p-bromaniline were found to be the most suitable of the arylamines studied. The SR with aniline is fairly sensitive and moderately susceptible to interference. The SR with p-anisidine is highly sensitive but more liable to interference. The SR with p-bromaniline has normal sensitivity and follows Beer's law more exactly; its use is, however, limited by the extreme negative influence of formaldehyde.

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Literatur

  1. Adams, G. A., u. A. E. Castagne: Canad. J. Res., Sect. B. 26, 314 (1948).

    Google Scholar 

  2. Angell, F. G.: Analyst 72, 178 (1947).

    Google Scholar 

  3. Barta, L.: Biochem. Z. 274, 212 (1934).

    Google Scholar 

  4. Borrow, A., u. E. G. Jefferys: Analyst 81, 598 (1956); vgl. diese Z. 158, 236 (1957).

    Google Scholar 

  5. Borsche, W., H. Leditschke u. K. Lange: Ber. dtsch. chem. Ges. 71, 957 (1938).

    Google Scholar 

  6. Brissaud, L., A. Loudier, P. Lhoste u. L. Eberhard: Mém. Serv. chim. État 35, 67 (1950).

    Google Scholar 

  7. Brouilette, C. V., W. M. Foley u. H. McKennis: J. Amer. chem. Soc. 76, 4617 (1954).

    Google Scholar 

  8. Cerbulis, J.: Analyt. Chemistry 27, 1400 (1955); vgl. diese Z. 153, 154 (1956).

    Google Scholar 

  9. de Chalmot, G.: Amer. chem. J. 15, 25 (1893); vgl. diese Z. 40, 547 (1901).

    Google Scholar 

  10. de Chalmot, G.: Liebigs Ann. Chem. 271, 11 (1892).

    Google Scholar 

  11. Davidson, J. N., u. C. Waymouth: Biochemic. J. 38, 39 (1944).

    Google Scholar 

  12. Dedonder, R.: Bull. Soc. Chim. biol. 34, 144 (1952).

    Google Scholar 

  13. Dieckmann, W., u. L. Beck: Ber. dtsch. chem. Ges. 38, 4123 (1905).

    Google Scholar 

  14. Drisko, R. W., u. H. McKennis: J. Amer. chem. Soc. 74, 2626 (1952).

    Google Scholar 

  15. Duffau, F.: Bull. Soc. Chim. biol. 28, 873 (1946).

    Google Scholar 

  16. Duncan, I. J.: Ind. Engng. Chem., anal. Edit., 15, 162 (1943).

    Google Scholar 

  17. van Eck, P. N.: Pharmac. Weekbl. 62, 365 (1925).

    Google Scholar 

  18. Erdmann, E.: J. prakt. Chem. N. F. 56, 155 (1897); vgl. diese Z. 38, 526 (1899).

    Google Scholar 

  19. Feder, E.: Z. Unters. Nahrungs u. Genußmittel 22, 412 (1911).

    Google Scholar 

  20. Foley, W. M., G. E. Sanford u. H. McKennis: J. Amer. chem. Soc. 74, 5489 (1952).

    Google Scholar 

  21. Frehden, O., u. L. Goldschmidt: Mikrochim. Acta (Wien) 1, 338 (1937).

    Google Scholar 

  22. Harris, G., u. I. C. Mac William: Chem. and Ind. 1954, 249; vgl. diese Z. 143, 449 (1954).

  23. Haupt, E., T. Kleinert u. E. Stach: Mitt. chem. Forsch.-Inst. Ind. Österreichs 1, 97 (1947).

    Google Scholar 

  24. Hirase, S., C. Araki u. S. Nakanishi: Bull. chem. Soc. Japan 26, 183 (1953); vgl. diese Z. 141, 462 (1954).

    Google Scholar 

  25. Hoffman, W. S.: J. biol. Chemistry 73, 15 (1927).

    Google Scholar 

  26. Hough, L., J. K. N. Jones u. W. H. Wadman: J. chem. Soc. (London) 1950, 1702.

  27. I.-G. Farben: Brit. Patent, 375253 (1932).

  28. Jones, J. K. N., u. J. B. Pridham: Biochemic. J. 58, 288 (1954).

    Google Scholar 

  29. Jones, J. K. N., u. J. B. Pridham: Nature (London) 172, 161 (1952).

    Google Scholar 

  30. Kachidze, O. T.: Sadovodstvo, Vinogradarstvo i Vinodelie Moldavii 12, 32 (1957).

    Google Scholar 

  31. Koelsch, C. F., u. J. J. Carney: J. Amer. chem. Soc. 72, 2285 (1950).

    Google Scholar 

  32. König, W.: J. prakt. Chem. (N. F.) 72, 555 (1905).

    Google Scholar 

  33. König, W.: J. prakt. Chem. (N. F.) 88, 193 (1913).

    Google Scholar 

  34. König, W., K. Hey, F. Schulze, E. Silberkweit u. K. Trautmann: Ber. dtsch. chem. Ges. 67, 1274 (1934).

    Google Scholar 

  35. Lambou, M. G.: Analyt. Chemistry 28, 1216 (1956); vgl. diese Z. 155, 441 (1957).

    Google Scholar 

  36. Lampitt, L. H., E. B. Hughes u. L. H. Trace: Analyst 52, 260 (1927).

    Google Scholar 

  37. Leditschke, H.: Chem. Ber. 85, 483 (1952).

    Google Scholar 

  38. McCance, R. A.: Biochemic. J. 20, 1111 (1926).

    Google Scholar 

  39. McCready, R. M., u. E. A. McComb: Analyt. Chemistry 26, 1645 (1954); vgl. diese Z. 150, 383 (1956).

    Google Scholar 

  40. McGowan, J. C.: J. chem. Soc. (London) 1949, 777.

  41. Maekawa, K.: Sci. Rep. Matsayuma agric. Coll. 3, 93 (1950).

    Google Scholar 

  42. Matsuo, Y.: J. Ferment. Technol. Japan 33, 509 (1956).

    Google Scholar 

  43. Miller, R. E., u. S. M. Cantor: J. Amer. chem. Soc. 74, 5236 (1952).

    Google Scholar 

  44. Milner, O. I., u. D. Liederman: Analyt. Chemistry 27, 1822 (1955); vgl. diese Z. 153, 147 (1956).

    Google Scholar 

  45. Mohler, H., u. H. Benz: Mitt. Gebiete Lebensmittelunters. Hyg. (Bern) 25, 161 (1934); vgl. diese Z. 103, 299 (1935).

    Google Scholar 

  46. Mukherjee, S., u. H. C. Srivastava: Nature (London) 169, 330 (1952).

    Google Scholar 

  47. Novellie, L.: Nature (London) 166, 745 (1950).

    Google Scholar 

  48. O'Brien, A. S., u. T. L. Davis: Tappi 35, 499 (1952).

    Google Scholar 

  49. Partridge, S. M.: Nature (London) 164, 443 (1949).

    Google Scholar 

  50. Pellerin, G.: Bull. Sci. pharmacol. 34, 78 (1927).

    Google Scholar 

  51. Ponomarev, A. N.: Zavodskaja Laborat. 22, 289 (1956); vgl. diese Z. 155, 305 (1957).

    Google Scholar 

  52. Pridham, J. B.: Analyt. Chemistry 28, 1967 (1956); vgl. dieseZ. 158, 234 (1957).

    Google Scholar 

  53. Reeves, R. E., u. J. Munro: Ind. Engng. Chem., anal. Edit., 12, 551 (1940); vgl. auch diese Z. 158, 236 (1957).

    Google Scholar 

  54. Rice, E. W.: Analyt. Chemistry 23, 1501 (1951); vgl. diese Z. 136, 62 (1952).

    Google Scholar 

  55. Rice, E. W., u. J. H. Roe: J. biol. Chemistry 188, 463 (1951).

    Google Scholar 

  56. Riegel, E. R., u. M. Hathaway: J. Amer. chem. Soc. 63, 1835 (1941).

    Google Scholar 

  57. Riehl, W. A., u. K. F. Hager: Analyt. Chemistry 27, 1768 (1955); vgl. diese Z. 154, 188 (1957).

    Google Scholar 

  58. Roe, J. H., u. E. W. Rice: J. biol. Chemistry 173, 507 (1948).

    Google Scholar 

  59. Rombaut, J., u. G. Smets: Bull. Soc. chim. belges 58, 421 (1949).

    Google Scholar 

  60. Sakai, Y.: J. agric. chem. Soc. Japan 30, 256 (1956).

    Google Scholar 

  61. Schaefer, W. C., u. J. W. van Cleve: Analyt. Chemistry 28, 1290 (1956); vgl. diese Z. 155, 441 (1957).

    Google Scholar 

  62. Schiff, H.: Ber. dtsch. chem. Ges. 20, 540 (1887); vgl. diese. Z. 27, 72 (1888).

    Google Scholar 

  63. Schiff, H.: Liebigs Ann. Chem. 201, 355 (1880).

    Google Scholar 

  64. Schiff, H.: Liebigs Ann. Chem. 239, 349 (1887).

    Google Scholar 

  65. Shallenberger, R. S., u. R. G. Moores: Analyt. Chemistry 29, 27 (1957); vgl. diese Z. 158, 300 (1957).

    Google Scholar 

  66. Smith, E. D., u. L. N. Rogers: Analyt. Chemistry 25, 931 (1953); vgl. diese Z. 144, 305 (1955).

    Google Scholar 

  67. Stenhouse, J.: Liebigs Ann. Chem. 156, 197 (1870).

    Google Scholar 

  68. Stillings, R. A., u. B. L. Browning: Ind. Engng. Chem., anal. Edit. 12, 499 (1940); vgl. diese Z. 128, 91 (1948).

    Google Scholar 

  69. Suminokura, K., u. Z. Nakahara: Trans. Tottori Soc. agric. Sci. 1, 158 (1928); vgl. auch diese Z. 97, 460 (1934).

    Google Scholar 

  70. Tauber, H.: Proc. Soc. exp. Biol. Med. 37, 600 (1937).

    Google Scholar 

  71. Tauber, H.: Proc. Soc. exp. Biol. Med. 38, 171 (1938).

    Google Scholar 

  72. Timell, T. E., C. P. J. Glaudemans u. A. L. Currie: Analyt. Chemistry 28, 1916 (1956); vgl. diese Z. 158, 233 (1957).

    Google Scholar 

  73. Tolman, L. M., u. T. C. Trescott: J. Amer. chem. Soc. 28, 1619 (1906).

    Google Scholar 

  74. Tracey, M. V.: Biochemic. J. 47, 433 (1950); vgl. diese Z. 134, 466 (1951/52).

    Google Scholar 

  75. Vavruch, J.: Listy Cukrovarnické 66, 299 (1949).

    Google Scholar 

  76. Vegezzi, G., u. P. Haller: Mitt. Gebiete Lebensmittelunters. Hyg. (Bern) 25, 39 (1934); vgl. diese Z. 103, 298 (1935).

    Google Scholar 

  77. 77Wasicky, R., u. O. Frehden: Mikrochim. Acta (Wien) 1, 55 (1937).

    Google Scholar 

  78. White, F. D., u. A. C. Green: Trans. Roy. Soc. Canada, Sect. V 26, 145 (1932).

    Google Scholar 

  79. Williams, G., u. C. L. Wilson: J. chem. Soc. (London) 1942, 506.

  80. Woelfel, W. C., W. D. Good u. C. A. Neilson: Petroleum Eng. 24, C-42 (1952).

    Google Scholar 

  81. Youngburg, G. E.: J. biol. Chemistry 73, 599 (1927).

    Google Scholar 

  82. Youngburg, G. E., u. G. W. Pucher: J. biol. Chemistry 61, 741 (1924).

    Google Scholar 

  83. Zincke, Th., u. G. Mühlhausen: Ber. dtsch. chem. Ges. 38, 3824 (1905).

    Google Scholar 

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Authors and Affiliations

  1. Analytischen Laboratorium des Schwedischen Holzforschungsinstitutes, Stockholm

    F. Aeschlimann & P. O. Bethge

  2. Svenska Träforskningsinstitutet, Drottning Kristinas Väg 61, Stockholm Ö, Schweden

    J. H. Eggers

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  1. F. Aeschlimann
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  2. P. O. Bethge
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  3. J. H. Eggers
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Herrn Dozenten B. Lindberg sind die Autoren für eine Diskussion der Arbeit zu Dank verpflichtet.

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Aeschlimann, F., Bethge, P.O. & Eggers, J.H. Zur Colorimetrie des Furfurols. Z. Anal. Chem. 161, 324–344 (1958). https://doi.org/10.1007/BF00456213

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