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Fortschritte der Chemischen Forschung pp 108–186Cite as

Die Anwendung von Isotopen in der organischen Chemie

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Part of the book series: Fortschritte der Chemischen Forschung ((TOPCURRCHEM,volume 3/1))

Zusammenfassung

In der Biochemie ist in den letzten Jahren die Anwendung der Isotopen stark in den Vordergrund getreten. Ohne dieses Hilfsmittel hätte man z. B. die Photosynthèse oder die Bildungsweise und den Stoffwechsel einzelner Verbindungen gar nicht aufklären können. Dagegen war es in der organischen Chemie auch mit den klassischen Methoden noch möglich, die Forschung erheblich voranzutreiben. Doch sind auch hier schon, wie im folgenden gezeigt wird, mit Hilfe der Isotopentechnik wesentliche Erkenntnisse gewonnen worden (8), (18), (177), (181), (206).

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Literatur

  1. Alexander, E. R., and R. E. Bürge: Studies on the Mechanism of the Deamination of Diazonium Salts with Hypophosphorous Acid. J. Amer, chem. Soc. 70, 876 (1948).

    CAS  Google Scholar 

  2. Alexander, E. R., and R. E. Bürge: The Hypophosphorus Acid Deamination of Diazonium Salts in Deuterium Oxide. J. Amer. chem. Soc. 72, 3100 (1950).

    CAS  Google Scholar 

  3. Allen, M. B., and S. Ruben: Tracer Studies with Radioactive Carbon and Hydrogen. The Synthesis and Oxidation of Fumaric Acid. J. Amer. chem. Soc. 64, 948 (1942).

    CAS  Google Scholar 

  4. Allen, C. F. H., and C. V. Wilson: The Use of 15N as a Tracer Element in Chemical Reactions. The Mechanism of the Fischer Indole Synthesis. J. Amer. chem. Soc. 65, 611 (1943).

    CAS  Google Scholar 

  5. Arnett, L. M., and J. H. Peterson: Vinyl Polymerization with Radioactive Aliphatic Azobisnitrile Initiators. J. Amer. chem. Soc. 74, 2031 (1952).

    CAS  Google Scholar 

  6. Arnold, R.: Ring Enlargement by Tiffeneau Rearrangement. Univ. Calif. Radiation Labor. Rep. (UCRL) 451 (1949).

    Google Scholar 

  7. Arnstein, H. R. V., and R. Bentley: Acid Oxidation of Fumaric Acid. Nucleonics 6, No. 6, 11 (1950).

    CAS  Google Scholar 

  8. Arnstein, H. R. V. and R. Bentley: Isotopes in the Study of Chemical Reactions. Nucleonics, June 1950, 11.

    Google Scholar 

  9. Aten, J. B. Th., and A. H. W. Aten jr. : Mechanism of the Formation of the Diphenyliodonium Ion. J. Amer. chem. Soc. 74, 2411 (1952).

    CAS  Google Scholar 

  10. Bailey, P. S., and J. G. Burr jr.: Evidence for a Cyclic Intermediate in the Reaction of Diarylethylamines with Nitrous Acid. J. Amer. chem. Soc. 75, 2951 (1953).

    CAS  Google Scholar 

  11. Bartlett, P. D., and F. A. Tate: The Polymerization of Allyl Compounds VI. The Polymerization of Allyl-l-d2-Acetate and the Mechanism of its Chain Termination. J. Amer. chem. Soc. 75, 91 (1953).

    CAS  Google Scholar 

  12. Beeck, O., J. V. Otvos, D. P. Stevenson and C. D. Wagner: The Isomerization of Propane with 13C in One End Position. J. chem. Physics 16, 255 (1948).

    CAS  Google Scholar 

  13. Bell, J., and R. I. Reed: Isotopic Tracer Studies of Pyrolytic Reactions. I. The Formation of Acetaldehyde. J. chem. Soc. [London] 1952, 1383f.

    Google Scholar 

  14. Bell, J. T. Hill, K. A. Macdonald, R. L. Reed and A. Macdonald: Part III. Exchange Reactions of Saturated Aliphatic Carboxylic Acids. J. chem. Soc. [London] 1953, 3456.

    Google Scholar 

  15. Benjamin, B. M., and C. J. Collins: Studies in the Wagner Rearrangement. IV. The Steric Effect of an Ortho Methyl Group. J. Amer. chem. Soc. 75, 402 (1953).

    CAS  Google Scholar 

  16. Benson, A. A., and J. A. Bassham: Chemical Degradation of Isotopic Succinic and Malic Acids. J. Amer. chem. Soc. 70, 3939 (1948).

    CAS  Google Scholar 

  17. Bentley, R.: Hydrolysis of Acety phosphate. Nucleonics, February 1948, 27.

    Google Scholar 

  18. Bentley, R. Oxygen-18 as a Tracer Element. Nucleonics, February 1948, 18f.

    Google Scholar 

  19. Best, A. P., and C. L. Wilson: Structure of Benzene. Part XIII. Hydrogen Exchange Reactions with Benzene Derivatives. Preparation of 1: 3: 5-Tri-, 1:2:4: 5-Tetra- and Pentadeuterobenzene. J. chem. Soc. [London] 1946, 239.

    Google Scholar 

  20. Bigeleisen, J.: The Validity of the Use of Tracers to Follow chemical Reactions. Science 110, 14, Korrektur 149 (1949).

    CAS  Google Scholar 

  21. Bigeleisen, J.: The Relative Reaction Velocities of Isotopic Molecules. J. chem. Physics 17, 675 (1949).

    CAS  Google Scholar 

  22. Bigeleisen, J.: Isotope Effect in the Decarboxylation of labelled Malonic Acid. J. chem. Physics 17, 425 (1949).

    CAS  Google Scholar 

  23. Bigeleisen, J.: A. A. Bothner-By and L. Friedman: Fractionation of Carbon Isotopes in Decarboxylation Reactions. V. The Mechanism of the Pyrolysis of Barium Adipate. J. Amer. chem. Soc. 75, 2908 (1953).

    CAS  Google Scholar 

  24. Bonhoeffer, K. F., u. W. D. Walters: Enolisierung und Aldolkondensation. Z. physik. Chem. Abt. A 181, 441 (1938).

    Google Scholar 

  25. Bonhoeffer, K. F., Über die Geschwindigkeit des Wasserstoffatom-Austausches von Aceton in verdünnter wäßriger Natronlauge. Z. physik. Chem. Abt. A 182, 265 (1938).

    Google Scholar 

  26. Bonner, W.A., and C. J. Collins: Studies in the Wagner Rearrangement. II. The Dehydration of 2-Phenyl-l-acenaphthenol-[l-14C]. J. Amer. chem. oc. 75, 3831 (1953).

    CAS  Google Scholar 

  27. Bonner, W.A. and C. J. Collins: Isotope Effects during Catalytic Hydrogeations. J. mer. chem. Soc. 75, 4516 (1953).

    CAS  Google Scholar 

  28. Bothner-By, A. A., and J. Bigeleisen: Fractionation of the Carbonisotopes in Decarboxylation Reactions. III. The Relative Rates of Decomposition of Carboxyl-[12C] and -13C. Mesitoic Acids. J. chem. Physics 19, 755 (1951).

    CAS  Google Scholar 

  29. Bothner-By, A. A. and M. Gibbs: The Epimerization of Glucose-[1–14C]. J. Amer. chem. Soc. 72, 4805 (1950).

    CAS  Google Scholar 

  30. Bothner-By, A.A. and L. Friedman: A. Nitrogen15 Tracer Study of Organic Azide Reactions. I. The Curtius Rearrangement of 3,5-Dinitrobenzazide-15N. J. Amer. chem. Soc. 73, 5391 (1951).

    CAS  Google Scholar 

  31. Bothner-By, A. A. Quinone-Hydroquinone Exchange Reactions. I. Non-Exchange in Duro- quinhydrone. J. Amer. chem. Soc. 73, 4228 (1951).

    CAS  Google Scholar 

  32. Brown, E. V., E. Cerwonka and R. C. Anderson: Studies on the Mechanism of the Willgerodt Reaction. I. The Over-all Mechanism. J. Amer, chem, Soc 73, 3735 (1951).

    CAS  Google Scholar 

  33. Brown, G. W., and B. A. Bluestein: Alkylation and other Reactions of 9-Formylfluorene. J. Amer. chem. Soc. 65, 1082 (1943).

    CAS  Google Scholar 

  34. Brown, B. R., D. L. Hammick and R. Robinson: Mechanism of the Molecular Rearrangement produced by the Action of Alkali on Chloralquinaldine 2-(3:3.3-Trichloro-2-hydroxypropyl)-quinoline. J. chem. Soc. [London] 1950, 780.

    Google Scholar 

  35. Burgdorf, K., H. Grisebach, H. Kracker u. F. Weygand: Untersuchung über die Bildungsweise von 2-Oxy-naphthoesäure-3- mit Hilfe von 14C. Chem. Ber. 87, 87 (1954).

    CAS  Google Scholar 

  36. Burr, J. G., and L. S. Ciereszko: Migration Ratios in the Rearrangement of 2,2-Diarylethanols. J. Amer. ehem. Soc. 74, 5426 (1952).

    CAS  Google Scholar 

  37. Burr, J. G. The Reaction of 9-Formylfluorene-[10–14C] with Formaldehyde. J. Amer. chem. Soc. 73, 823 (1951).

    Google Scholar 

  38. Burr jr., J. G.: The Rates and Migration Ratios observed in the unimolecular and bimolecular Reaction of 2-Phenyl-2-(p-tolyl)-ethyl Tosylate and Related Compounds. J. Amer. chem. Soc. 75, 5008 (1953).

    CAS  Google Scholar 

  39. Calvin, M., and R.M. Lemmon: The Decarbonylation of Ethyl Pyruvate. J. Amer. chem. Soc. 69, 1232 (1947).

    CAS  Google Scholar 

  40. — C. Heidelberger, J. C. Reid, B. M. Tolbert and P. F. Yankwich: Isotypic Carbon. New York: J. Wiley & Sons 1949.

    Google Scholar 

  41. Carmack, M., and D.L.F. de Tar: The Willgerodt and Kindler Reacions. III. Amides from Acetylenes and Olefins; Studies Relating to the eaction Mechanism. J. Amer. chem. Soc. 68, 2029 (1946).

    CAS  Google Scholar 

  42. Cavalieri, L. F., V. E. Blair and G. B. Brown: The Synthesis of Uric Acid Containing Isotopic Nitrogen. J. Amer. chem. Soc. 70, 1240 (1948).

    CAS  Google Scholar 

  43. Cavalieri, L. F., V. E. Blair and G. B. Brown: The Mechanism of the Oxydation of Uric Acid Studied with Isotopic Nitrogen as a Tracer. J. Amer. chem. Soc. 70, 1242 (1948).

    CAS  Google Scholar 

  44. Cavalieri, L. F. and G. B. Brown: The Exchange between a Formamido Group and Formamide, Studied with 13C. J. Amer. chem. Soc. 71, 2246 (1949).

    CAS  Google Scholar 

  45. Cerwonka, E., R. C. Anderson and E. V. Brown: Studies in the Mechanism of the Willgerodt Reaction. II. Direction of Migration of the Functional Group in Aliphatic Ketones. J. Amer. chem. Soc. 75, 28 (1953).

    CAS  Google Scholar 

  46. Cerwonka, E. III. Nature of the Labile Intermediate. J. Amer. chem. Soc. 75, 30 (1953).

    CAS  Google Scholar 

  47. Chargaff, E.: Note on the Mechanism of Conversion of ß-Glycophosphoric Acid into the a-Form. J. biol. Chemistry 144, 455 (1942).

    CAS  Google Scholar 

  48. Ciereszko, L. S., and J. G. Burr jr.: Migration Ratios Observed in the Reaction of Diarylethylamines with Nitrous Acid. J. Amer. chem. Soc. 74, 5431 (1952).

    CAS  Google Scholar 

  49. Clusius, K., u. W. Schanzer: Zum Mechanismus der Photolyse der Essigsäure im Quarz Ultraviolett. Ber. dtseh. chem. Ges. 75, 1795 (1942).

    Google Scholar 

  50. Clusius, K. u. M. Hoch: Reaktionen mit 15N. I. Zum Zersetzungsmechanismus des Phenylhydrazins. Helv. chim. Acta 33, 2122 (1950).

    CAS  Google Scholar 

  51. Clusius, K. u. H. R. Weisser: III. Zum Mechanismus der FiscH. Rschen Indolsynthese. Helv. chim. Acta 35, 400 (1952).

    CAS  Google Scholar 

  52. Clusius, K. u. H. R. Weisser: V. Zum Mechanismus der. „Umlagerung“ von Diazoamidobenzol in p-Aminoazobenzol. Helv. chim. Acta 35, 1524 (1952).

    Google Scholar 

  53. Clusius, K. VI. Zur Struktur des Phenylazids. Helv. chim. Acta 35, 1548 (1952).

    Google Scholar 

  54. Clusius, K. u. M. Vecchi: Reaktionen mit 15N. VIII. Zum Crackmechanismus des N, N. Diphenylhydrazins. Helv. chim. Acta 36, 933 (1953).

    Google Scholar 

  55. Clusius, K. u. M. Vecchi: Zum Mechanismus der Harnsäuresynthese von Traube. Helv. chim. Acta 36, 1324 (1953).

    Google Scholar 

  56. Coillet, D.W., and G. M. Harris: Exchange Reactions of Methane and Monodeuteromethane with Atomic Deuterium. J. Amer. chem. Soc. 75, 1486 (1953).

    CAS  Google Scholar 

  57. Collins, C. J., J. G. Burr jr. and D. N. Hess: Studies in the Wagner Rearrangement. H. The Synthesis and Structure Determination of Benz [a]- anthracene-[5,6–14C-,]. J. Amer. chem. Soc. 73, 5176 (1951).

    CAS  Google Scholar 

  58. Collins, C. J., D. N. Hess, R. H. Mayor, G. M. Toffel and A. R. Jones: III. Chrysene- [5,6–14C1]. J. Amer. chem. Soc. 75, 397 (1953).

    CAS  Google Scholar 

  59. Collins, C. J., L. S. Ciereszko and J. G. Burr jr.: V. Further Evidence for a Steric Effect. J. Amer. chem. Soc. 75, 405 (1953).

    CAS  Google Scholar 

  60. Collins, C. J., and B. M. Benjamin: VI. The Directive Effects of the Methyl and Methoxyl Groups. J. Amer, chem. Soc. 75, 1644 (1953).

    CAS  Google Scholar 

  61. Collins, C. J. and O. K. Neville: 14C. Tracer Studies in the Rearrangement of Unsymmetrical α-Diketones. II. The Alkaline Rearrangement of Benzylideneaceto- phenone Oxide. J. Amer. chem. Soc. 73, 2471 (1951).

    CAS  Google Scholar 

  62. Conroy, H., and R. A. Firestone: The Mechanism of the Para-C. AiSEN. Rearrangement. J. Amer. chem. Soc. 75, 2530 (1953).

    CAS  Google Scholar 

  63. Cook, J.W.: Polycyclic Aromatic Hydrocarbons. Part II. The Nonexistence of 1:2:7:8-Dibenzanthracene. J. chem. Soc. [London] 1931, 487.

    Google Scholar 

  64. Cristol, S. J., and D. D. Fix: Mechanism of Elimination Reactions. X. Deuterium Exchange in Base-Promoted Dehydrochlorination of β-Benzene Hexachloride. J. Amer. chem. Soc. 75, 2647 (1953).

    CAS  Google Scholar 

  65. Datta, S. C, J. N. E. Day and C. K. Ingold: Mechanism of Hydrolysis of Carboxylic Esters and of Esterification of Carboxylic Acids. Acid Hydrolysis of an Ester with Heavy Oxygen as Isotopic Indicator. J. chem. Soc. [London] 1939, 838.

    Google Scholar 

  66. Dauben, W. G., and P. Coad: Oxydation in Decarboxylation of Acids with Copper Chromite. J. Amer. chem. Soc. 71, 2928 (1949).

    Google Scholar 

  67. Dauben, W. G. J. C. Reid, P. E. Yankwich and M. Calvin: The Mechanism of the Will- gerodt Reaction. J. Amer. chem. Soc. 72, 121 (1950).

    Google Scholar 

  68. Dauben, W. G. and C. W. Vaughan jr.: The Mechanism of the Reaction of Chloralquin- aldine with Alkali. J. Amer. chem. Soc. 75, 4651 (1953).

    CAS  Google Scholar 

  69. Davis, H. W., E. Grovenstein jr. and O. K. Neville: 14C. Tracer Studies in the Rearrangements of unsymmetrical a-Diketones. IV. Ethyl cc,ß- Diketobutyrate to Methyltartronic. Acid. J. Amer. chem. Soc. 75, 3304 (1953).

    CAS  Google Scholar 

  70. Dedussenko, N. J., u. A. E. Brodsky: Die Anwendung der Isotopenmethode auf die Erforschung chemischer Reaktionen. III. Der Mechanismus der Reaktion von Säureanhydriden mit Alkoholen. Acta physicochim. URSS. 17, 314–18 (1942).

    Google Scholar 

  71. Doering, W. V. E., T. I. Taylor and E. F. Schoenewaldt: Mechanism of the Conversion of Phenylglyoxal to Mandelic Acid. J. Amer. chem. Soc. 70, 455 (1948).

    CAS  Google Scholar 

  72. Doerschuk, A. P.: On the Oxidation of Glycerol-[1–14C] by 1,2-Glycol-cleaving Reagents. J. Amer. chem. Soc. 73, 5453 (1951).

    CAS  Google Scholar 

  73. Doerschuk, A. P. Acyl Migrations in Partially Acylated, Polyhydroxylic Systems. J. Amer, chem. Soc. 74, 4202 (1952).

    CAS  Google Scholar 

  74. Eistert, B.: Die Bildung und Zersetzung der Diazoketone und der sogenannten Diazoanhydride vom Standpunkt der Elektronen-Theorie. Ber. dtseh. chem. Ges. 68, 208 (1935).

    Google Scholar 

  75. Ekenstein, W. A. van, u. J. J. Blanksma: Über das ω-Oxymethylfurfurol als Ursache einiger Farbreaktionen der Hexosen. Ber. dtseh. chem. Ges. 43, 2355 (1910).

    Google Scholar 

  76. Elvins, O. C, and A. W. Nash: The Reduction of Carbon Monoxyde. Nature 118, 154 (1926).

    CAS  Google Scholar 

  77. Evans, E. M., H. N. Rydon and H. V. A. Briscoe: The Isotopic Exchange Reaction between Deuterium Oxide and cis- and trans-Glutaconic Acids. J. chem. Soc. [London] 1939, 1673.

    Google Scholar 

  78. Evans, W.M.L.: Some Less Familiar Aspects of Carbohydrate Chemistry. Chem. Rev. 31, 537 (1942).

    CAS  Google Scholar 

  79. Fairbrother, F.: Electrolytic Dissociation Processes. Part II. The Friedel- Crafts Reaction. J. chem. Soc. [London] 1937, 503.

    Google Scholar 

  80. Favorsky, J.: J. Russ. chem. Soc. 26, 559 (1894).

    Google Scholar 

  81. Fieser, L. F., u. E. M. Dietz: Beitrag zur Kenntnis der Synthese von mehrkernigen Anthracenen. Ber. dtsch. chem. Ges. 62, 1827 (1929).

    Google Scholar 

  82. Fischer, E., u. O. Hess: Synthese von Indolderivaten. Ber. dtsch. chem. Ges. 17, 559 (1884).

    Google Scholar 

  83. Fomenko, A. S., G. P. Miklukhin u, E. A. Sadownika: Claisen Umlagerung. Doklady Akad. Nauk SSSR. 62, 91 (1948).

    CAS  Google Scholar 

  84. Fomenko, A. S., G. P. Miklukhin u, E. A. Sadownika: Claisen Umlagerung. C. A. 43, 602 (1949).

    Google Scholar 

  85. Fredenhagen, H., u. K. F. Bonhoeffer: Zur Kenntnis der Cannizzaro-Reaktion. Naturwiss. 25, 459 (1937).

    Google Scholar 

  86. Fredenhagen, H., u. K. F. Bonhoeffer: Zur Kenntnis der Cannizzaro-Reaktion. Z. physik. Chem. Abt. A 181, 379 (1938).

    Google Scholar 

  87. Fredenhagen, H. Untersuchungen über Hexosenumlagerungen in schwerem Wasser. Z. physik. Chem. Abt. A 181, 392 (1938).

    Google Scholar 

  88. Fries, B.A., and M. Calvin: Preparation of 1 – 14C. Propene-1 and the Mechanism of Permanganate Oxydation of Propene. J. Amer. chem. Soc. 70, 2235 (1948).

    CAS  Google Scholar 

  89. Fry, A. J., and M. Calvin: Univ. Calif. Radiation Labor. Rep. (UCRL) 1565 (1951).

    Google Scholar 

  90. Fry, A. J., B. M. Tolbert and M. Calvin: Decomposition of Diacetyl Peroxide in Acetic Acid. (UCRL) 573 (1949).

    Google Scholar 

  91. Fry, A. J., and H. Rapaport: Formation of a-Acylaminoketones from Amino-Acids, (UCRL) 877, Aug. 23 (1950).

    Google Scholar 

  92. Fry, A. J., and H. Rapaport: Nuclear Sci. Abstr. 4, No. 23, 965 (1950).

    Google Scholar 

  93. Fry, A. J. A. Tracer Study of the Reaction of Isocyanates with Carboxylic Acids. J. Amer. chem. Soc. 75, 2686 (1953).

    CAS  Google Scholar 

  94. Gelb, K.H.: Chemische Reaktionen der schweren Wasserstoff atome. Z. Elektrochem. angew. physik. Chem. 44, 81 (1938).

    Google Scholar 

  95. Gerber, S. M., and D. Y. Curtin: The Reaction of Diazomethane with Phenols in the Presence of Propanol. J. Amer. chem. Soc. 71, 1499 (1949).

    CAS  Google Scholar 

  96. Gibbs, M.: On the Mechanism of the chemical Formation of Lactic Acid from Glucose Studied with 14C. Labeled Glucose. J. Amer. chem. Soc. 72, 3964 (1950).

    CAS  Google Scholar 

  97. Gilman, H., G. E. Dunn and G. S. Hammond: An Unusual Isotope Effect. J. Amer. chem. Soc. 73, 4499 (1951).

    CAS  Google Scholar 

  98. Gold, V., and F. A. Long: Hydrogen Isotope Exchange between Anthracene and Sulfuric Acid. J. Amer. chem. Soc. 75, 4543 (1953).

    CAS  Google Scholar 

  99. Gragerow, J. P., and G. P. Miklukhin: Wasserstoffbrücke im Benzochin- hydron und seine Struktur. Doklady Akad. Nauk. SSSR. 62, 79 (1948).

    Google Scholar 

  100. Hammett, L. P.: „Physical Organic Chemistry“. 1st Ed. New York, N, Y.: Mc Graw-Hill Book Co. Inc. 1940, S. 198.

    Google Scholar 

  101. Harada, M., and T. Titani: Austausch der Carbonsäuren mit schwerem Wasser. Bull. chem. Soc. Japan 10, 554 (1935).

    CAS  Google Scholar 

  102. Harada, M., and T. Titani: Austausch der Carbonsäuren mit schwerem Wasser. Bull. chem. Soc. Japan II. 465 (1936).

    Google Scholar 

  103. Harman, D., T. D. Stewart and S. Ruben: A. Study of the Menschutkin Reaction Using Radioactive Hydrogen as a Tracer. J. A.er. chem. Soc. 64, 2294 (1942).

    CAS  Google Scholar 

  104. Hendley, E. C, and O. K. Neville: 14C. Tracer Studies in the Rearrangements of Unsymmetrical a-Diketones. III. p-Methoxy-benzylideneacetophenone Oxide. J. Amer. chem. Soc 75, 1995 (1953).

    CAS  Google Scholar 

  105. Herbst, R. M., and D. Rittenberg: The Transamination Reaction. The Mechanism of the Reaction between alpha Keto Acids and alpha Amino Acids. J. org. Chem. 8, 380 (1943).

    CAS  Google Scholar 

  106. Hevesy, G. v., u. L. Zechmeister: Über den intermolekularen Platzwechsel gleichartiger Atome. Ber. dtsch. chem. Ges. 53, 410 (1920).

    Google Scholar 

  107. Hoch, M., u. H. R. Weisser: Reaktionen mit 15N. II. Eine Spektroskopische Mikromethode zur Bestimmung von 15N. Hehr. chim. Acta 33, 2128 (1950).

    CAS  Google Scholar 

  108. Hölemann, P., u. K. Clusius: Zur Elektrolyse deuteriumhaltiger Fettsäuren. I. Die Elektrolyse der Deuteroessigsäure. Z. physik. Chem. Abt. B 35, 261 (1937).

    Google Scholar 

  109. Hölemann, P. II. Der Mechanismus der Äthylenbildung bei der Elektrolyse der Propionsäure. Ber. dtsch. chem. Ges. 70, 819 (1937).

    Google Scholar 

  110. Holt, P. F., and B. P. Hughes: Thermal Decomposition of Hydrazobenzene, tudied by the Use of Nitrogen Isotopes. J. chem. Soc. [London] 1953, 1666.

    Google Scholar 

  111. Hsü, S. K., C. K. Ingold and C. L. Wilson: Prototropy in Relation to the Exchange of Hydrogen Isotopes. Part HI. Comparison of the Rates of Racemisation and of Hydrogen Exchange in a y-Acidic Ketone. J. chem. Soc. [London] 1938, 78.

    Google Scholar 

  112. Hückel, W.: Theoretische Grundlagen der organischen Chemie. 1931, Band I, S. 351. Leipzig: Akademische Verlagsgesellschaft 1931.

    Google Scholar 

  113. Huggett, C, R. T. Arnold and T. J. Taylor: The Mechanism of the Arndt- Eistert Reaction. J. Amer. chem. Soc. 64, 3043 (1942).

    CAS  Google Scholar 

  114. Hughes, E. D., F. Juliusberger, S. Masterman, B. Topley and J. Weiss. Aliphatic Substitution and the Walden Inversion. Part I. J. chem. Soc. [London] 1935, 1525.

    Google Scholar 

  115. Hughes, E. D., F. Juliusberger, A. D. Scott, B. Topley and J. Weiss: Part H. J. chem. Soc. [London] 1936, 1173.

    Google Scholar 

  116. Hurd, C. D., and J. Azorlosa: Deuterium Tracers in the Elbs Reaction. J. Amer. chem. Soc. 73, 37 (1951).

    CAS  Google Scholar 

  117. Ingold, C. K., E. de Salas and C. L. Wilson: Prototropy in Relation to the Exchange of Hydrogen Isotopes. Part I. Rates of Isomerisation and of Hydrogen Isotope Exchange in Unsaturated Nitriles. J. chem. Soc. [London] 1936, 1328.

    Google Scholar 

  118. Ingold, C. K., C. G. Raisin and C. L. Wilson: Direct Introduction of Deuterium into the Aromatic Nucleus. Part I. Qualitative Comparison of the Efficiencies of some Acidic Deuterating Agents and of Influence of some Aromatic Substituents. J. chem. Soc. [London] 1936, 1637.

    Google Scholar 

  119. Ingold, C. K. u. Ch. L. Wilson: Austauschreaktionen zwischen leichtem und schwerem Wasser. Z. Elektrochemie 44, 62 (1938).

    CAS  Google Scholar 

  120. Ingold, C.K. and H. V. Kidd: The Mechanism of Aromatic Rearrangements. Part II. The Benzidine Change. J. chem. Soc. London 1933, 984.

    Google Scholar 

  121. Ives, D. J. G., and H. N. Rydon: Isotopic Exchange Reactions of Organic Compounds. Part L. The Inter molecular Nature of Three-carbon Tauto- merism. J. chem. Soc. [London] 1935, 1735.

    Google Scholar 

  122. Ives, D. J. G. Part III. Kinetics of the Isomerisation and Isotope Exchange of Vinyl- acetic Acid. J. chem. Soc. [London] 1938, 9.

    Google Scholar 

  123. Ives, D. J. G. and G. Cwilks: Part IV. The Mechanism of Racemisation of Phenyl- p-tolylacetic Acid. J. chem. Soc. [London] 1938, 1455.

    Google Scholar 

  124. Ives, D. J. G. and R. H. Kerlogue: Part V. The Kinetics of the Isomerisation and the Deuterium Exchange Reaction of A α Pentenoic Acid. J. chem. Soc. [London] 1940, 1362.

    Google Scholar 

  125. Ives, D. J. G.: Part II. A. Survey of the Monocarboxylic Acid Series. J. chem. Soc. [London] 1938, 81.

    Google Scholar 

  126. Jassnikow, A. A., u. J. A. Schilow: Die Struktur von Tribromphenolbrom. Ber. Akad. Wiss. UdSSR. N. S. 78, 925, 11/6 (1951).

    Google Scholar 

  127. Juliusberger, F., B. Topley and J. Weiss: Isotopic Exchange Reactions with Jodine. J. chem. Physics 3, 437 (1935).

    Google Scholar 

  128. Kamen, M. D.: Radioactive Tracers in Biology. New York, N. Y.: Academic Press Inc. 1947.

    Google Scholar 

  129. Karpuchin, P.P., u. I.J. Chussid: Untersuchung des Bildungsprozesses von 2,3-Oxynaphtoesäure. Chem. Zentralbl. 1936, I, 4803f.

    Google Scholar 

  130. Kharasch, M.S., G. Stampa and W. Nudenberg: Photochemical para Rearrangement of Phenyl Ethers. Science 116, 309 (1952).

    CAS  Google Scholar 

  131. Kharasch, M.S., and M. T. Gladstone: Reactions of Atoms and Free Radicals in Solution IV. Decomposition of Acetyl-Peroxyde in Aliphatic Acids. — A. New Synthesis of Succinic Acid and its Substitution Derivatives. J. Amer, chem. Soc. 65, 15 (1943).

    CAS  Google Scholar 

  132. Kiermayer, J.: Über ein Furfurolderivat aus Lävulose. Chemiker-Ztg. 19, 1003 (1895).

    CAS  Google Scholar 

  133. Kistiakowsky, G. B., and R. L. Tichenor: Use of Deuterium as a Tracer in the Claisen Rearrangement. J. Amer. chem. Soc. 64, 2302 (1942).

    CAS  Google Scholar 

  134. Klar, R.: Über die Austauschbarkeit von Wasserstoffatomen in organischen Verbindungen mit den Wasserst of f at omen des Wassers. Z. physik. Chem. Abt. B 26, 335 (1934).

    Google Scholar 

  135. Kruis, A., and W. Schanzer: Zur Elektrolyse deuteriumhaltiger Fettsäuren.IV. Der Mechanismus der Äthan-, Butan- und Alkoholbildung bei der Elektrolyse der Propionsäure. Z. physik. Chem. Abt. A 191, 301 (1942).

    Google Scholar 

  136. Kummer, J.T., T.W. de Witt and P. H. Emmett: Some Mechanism Studies on the Fischer-Tropsch Synthesis Using 14C. J. Amer. chem. Soc 70, 3632 (1948).

    CAS  Google Scholar 

  137. Kummer, J.T., H. H. Podgurski, W. B. Spencer and P. H. Emmett: Mechanism Studies of the Fischer-Tropsch Synthesis, The Addition of Radioactive Alcohol. J. Amer. chem. Soc. 73, 564 (1951).

    CAS  Google Scholar 

  138. Kummer, J.T. and P. H. Emmett: Fischer-Tropsch Synthesis. The Addition of Radioactive Alcohols to the Synthesis Gas. J. Amer. chem. Soc. 75, 5177 (1953).

    CAS  Google Scholar 

  139. Lauder, T., and J. H. Green: Mechanism of Formation of Ether, Using the Heavy Oxygen Isotope 18O as a Tracer Element. Nature 157, 767 (1946).

    CAS  Google Scholar 

  140. Leighton, P. A., and R. A. Mortenson: The Photolysis of Lead Tetramethyl and Lead Tetraphenyl. J. Amer. chem. Soc 58, 448 (1936).

    CAS  Google Scholar 

  141. Lemmon, R. M.: Radiation Decomposition of Carbon-14-labeled Compounds Nucleonics 11, Nr. 10, 44 (1953).

    CAS  Google Scholar 

  142. Loftfield, R.B.: On the Mechanism of the Faworski Rearrangement of α-Haloketones. J. Amer. chem. Soc. 72, 632 (1950);

    CAS  Google Scholar 

  143. Loftfield, R.B.: On the Mechanism of the Faworski Rearrangement of α-Haloketones. J. Amer. chem. Soc. 73, 4707 (1951).

    CAS  Google Scholar 

  144. Logan, A. V., J. L. Huston and D. L. Dorwarb: The Use of 14C. Labeled Formaldehyde in the Mannich Reaction. J. Amer. chem. Soc. 73, 2952 (1951).

    CAS  Google Scholar 

  145. Long, F. A., and L. Friedman: Determination of the Mechanism of γ-Lactone Hydrolysis by a Mass Spectrometric Method. J. Amer. chem. Soc 72, 3692 (1950).

    CAS  Google Scholar 

  146. Lord, R. C, and W. D. Phillips: Exchange Reaction of y-Pyrone and Synthesis of Deuterated Pyrones. J. Amer. chem. Soc. 74, 2429 (1952).

    CAS  Google Scholar 

  147. Mahler, H. R., and A. Roberts: Chemical Oxydation of Organic Acids. I. Some Observations on the Oxidation of Propionate by Alkaline Permanganate. J. Amer. chem. Soc. 72, 5095 (1950).

    CAS  Google Scholar 

  148. Makolkin, J.: Die Untersuchung des Mechanismus der Alkalischmelzreaktionen mit Hilfe des schweren Sauerstoff isotopes. Acta physicochim. URSS. 16, 88–96 (1942).

    CAS  Google Scholar 

  149. Mears, W. H., and H. Sobotka: Heavy Oxygen Exchange of Proteins and Amino Acids. J. Amer. chem. Soc. 61, 880 (1939).

    CAS  Google Scholar 

  150. Meerwein, H.: Über die Vergrößerung der Ionisationsfähigkeit schwacher Elektrolyte durch Komplexbildung und ihre Bedeutung für katalytische Prozesse. Liebigs. Ann. Chem. 455, 227 (1927).

    CAS  Google Scholar 

  151. Miklukhin, G., u. A. Brodsky: Erforschung der Mechanismen chemischer Reaktionen mit Hilfe von Säuerst of f isot open. II. Mechanismus der BECKMA. Nschen Umlagerung, Acta physicochim. URSS. 16, 63–70 (1942).

    CAS  Google Scholar 

  152. Münzberg, F. K.: I. Austauschversuche mit Trioxybenzolen und schwerem Wasser. Z. physik. Chem. Abt. B 33, 23 (1936).

    Google Scholar 

  153. Münzberg, F. K. Austauschversuche mit Dioxybenzolen und schwerem Wasser. Z. physik. Chem. Abt. B 33, 39 (1936).

    Google Scholar 

  154. Nahinsky, P., and S. Ruben: Tracer Studies with Radioactive Carbon. The Oxydation of Propionic Acid. J. Amer. chem. Soc. 63, 2275 (1941).

    CAS  Google Scholar 

  155. Nahinsky, P., C. N. Rice, S. Ruben and M. D. Kamen: Tracer Studies with Radioactive Carbon. The Synthesis and Oxidation of Serveral Three Carbon Acids, J. Amer. chem. Soc. 64, 2299 (1942).

    CAS  Google Scholar 

  156. Neimann, M.B., G. W. Maximowa u. I. M. Schapowalow: Austauschmechanismus zwischen Alkylhalogeniden und Halogensalzen. Ber. Akad. Wiss. UdSSR, N. S. 85, 1289, 21/8 (1952).

    Google Scholar 

  157. Neimann, M.B., G. W. Maximowa u. I. M. Schapowalow: Austauschmechanismus zwischen Alkylhalogeniden und Halogensalzen. Chem. Zentralbl. 9, 1310 (1953).

    Google Scholar 

  158. Nevell, P. T., E. de Salas and C. L. Wilson: Use of Isotopes in Chemical Reactions. Part. I. The Mechanism of the Wagner-Meerwein Rearrangement. Exchange of Radioactive Chlorine and of Deuterium between Camphene Hydrochloride and Hydrogen Chloride. J. chem. Soc [London] 1939, 1188.

    Google Scholar 

  159. Neville, O. K., M. T. Clark, C. J. Collins, H. W. Davis, E. Grovenstein jr. and E. C. Hendley: 14C. Tracer Studies in the Rearrangement of Unsymmetrical a-Diketones. Abstr. Amer. chem. Soc. 6th Southwest Regional Meeting (San Antonio, 1950).

    Google Scholar 

  160. Neville, O. K., 14C. Tracer Studies in the Rearrangement of Unsymmetrical a-Diketones: Phenylglyoxal to Mandelic Acid. J. Amer. chem. Soc. 70, 3499 (1948).

    CAS  Google Scholar 

  161. Neville, O. K., C14 Tracer Studies in the Rearrangements of a-Diketones. III. The Rearrangement of Unsymmetrical Benzils. Brookhaven Conf. Rep., Chem. Conf. Nr. 4, 49–58 (1950). Vgl. U.S. Atomic Energy Commission Document, BNL 44 (1950).

    Google Scholar 

  162. Noyes, R. M., R. G. Dickinson and V. Schomaker: The Kinetics of the cis-trans Isomerization of Diiodoethylene and of its Exchange with Jodine. J. Amer. chem. Soc. 67, 1319 (1945).

    CAS  Google Scholar 

  163. Nystrom, R. F., and J. C. Leak: Reactions of Allyl Alkohol-[1–14C]. J. Amer. chem. Soc. 75, 3039 (1953).

    CAS  Google Scholar 

  164. Olson, A. R., R. S. Halford and J.C. Hornel: The Rearrangement of. N Chloracetanilide. J. Amer. chem. Soc. 59, 4613 (1937).

    Google Scholar 

  165. Olson, A. R., and J. L. Hyde: The Mechanism of Lactone Hydrolysis. J. Amer. chem. Soc. 63, 2459 (1941).

    CAS  Google Scholar 

  166. Otvos, J. V., D. P. Stevenson, C. D. Wagner and O. Beech: The Iso- merization of n-Butane-[l-13C]. J. chem. Physics 16, 745 (1948).

    CAS  Google Scholar 

  167. Pines, H., and R.C. Wackher: Isomerization of Alkanes. IV. Deuterium Exchange in the Isomerization of n-Butane. J. Amer. chem. Soc 68, 2518 (1946).

    CAS  Google Scholar 

  168. Pitzer, K. S.: Carbon Isotope Effect on Reaction Rates. J. chem. Physics 17, 1341 (1949).

    CAS  Google Scholar 

  169. Polanyi, M., and A. L. Szabo: On the Mechanism of Hydrolysis. Trans. Farady Soc. 30, 508 (1934).

    CAS  Google Scholar 

  170. Powell, T. M., and E. B. Reid: Investigation of the Mechanism of Butane Isomerization Using Radioactive Hydrogen as a Tracer. J. Amer. chem. Soc. 67, 1020 (1945).

    CAS  Google Scholar 

  171. Pummerer, R., u. W. Gump: Über die Aufspaltung des Furfuralkohols und den Mechanismus der Lävulinsäure-Bildung aus Hexosen. Ber. dtseh. chem. Ges. 56, 999 (1923);

    Google Scholar 

  172. Pummerer, R., u. W. Gump: Über die Aufspaltung des Furfuralkohols und den Mechanismus der Lävulinsäure-Bildung aus Hexosen. Ber. dtseh. chem. Ges. 68, 480 (1935).

    Google Scholar 

  173. Reeve, W., and D. H. Chambers: Mechanism of the Low-Temperature Chlorination of Isobutylene. J. Amer. chem. Soc. 73, 4499 (1951)

    CAS  Google Scholar 

  174. Reyerson, L. H., and S. Yuster: An Isotopic Exchange between D2O and Acetylen. J. Amer. chem. Soc. 56, 1426 (1934).

    CAS  Google Scholar 

  175. Roberts, L, and H. C. Urey: The Exchange of Oxygen between BenzII. and Water and the BenzII. Acid Rearrangement. J. Amer. chem. Soc. 60, 880 (1938).

    CAS  Google Scholar 

  176. Roberts, L, A. Study of the Esterification of Benzoic Acid with Methyl Alcohol Using Isotopic Oxygen. J. A.er. chem. Soc. 60, 2391 (1938).

    CAS  Google Scholar 

  177. Roberts, L, and H. C. Urey: The Mechanism of Acid Catalyzed Ester Hydrolysis. Esterification and Oxygen Exchange of Carboxylic Acids. J. Amer. chem. Soc. 61, 2584 (1939).

    CAS  Google Scholar 

  178. Roberts, J. D., R. Armstrong, R. F. Trimble jr. and M. Burg: The Use of Carbon-14 in the Determination of the Structures of Aldoketene Dimers. J. Amer. chem. Soc. 71, 843 (1949).

    CAS  Google Scholar 

  179. Roberts, J. D., R. M. Mahon and J. Hine: Rearrangement of Carbon Atoms in t-Butyl and t-Amyl Derivatives. J. Amer. chem. Soc. 71, 1896 (1949);

    Google Scholar 

  180. Roberts, J. D., R. M. Mahon and J. Hine: Rearrangement of Carbon Atoms in t-Butyl and t-Amyl Derivatives. J. Amer. chem. Soc. 72, 4237 (1950).

    CAS  Google Scholar 

  181. Roberts, J. D., CM. Regan and J. Allen: Mechanism of Acid Catalysis. The Kinetics and Mechanism of the Acid-Catalyzed Reactions of Ethyl Diazoacetate with Ethanol and Acetic Acid. J. Amer. chem. Soc. 74, 3679 (1952).

    CAS  Google Scholar 

  182. Roberts, J. D., and CM. Regan: Rearrangement in the Reactions of 2-(4 Substituted)- Phenylethylamines-[l-14C] with Nitrous Acid. J. Amer. chem. Soc 75, 2069 (1953).

    CAS  Google Scholar 

  183. Roberts, J. D., D. R. Smith and C. C. Lee: The Decarbonylation of Diphenyl Triketone. J. Amer. chem. Soc. 73, 618 (1951).

    CAS  Google Scholar 

  184. Roberts, J. D., and J. A. Yancey: The Reaction of Ethylamine-[l-14C] with Nitrous Acid. J. Amer. chem. Soc. 74, 5943 (1952).

    CAS  Google Scholar 

  185. Roberts, J. D., W. Bennett, R. E. M. Mahon and E. W. Holroyd jr.: Rearrangements in the Solvolysis of 2-Butyl-[l-14C]-p-Toluenesulfonate. J. Amer. chem. Soc. 74, 4283 (1952).

    CAS  Google Scholar 

  186. Roberts, J. D., and G. R. Coraér: Rearrangement of 2-Methylbutane-[l-14C] over Aluminium Bromide. J. Amer. chem. Soc. 74, 3586 (1952).

    CAS  Google Scholar 

  187. Roberts, J. D., and J. A. Yancey: Mechanisms of Racemization of Camphene-[8–14C]. J. Amer. chem. Soc. 75, 3165 (1953).

    CAS  Google Scholar 

  188. Roberts, J. D., H. E. Simmons jr., L. A. Carlsmith and C W. Vaughan: Rearrangement in the Reaction of Chlorobenzene-[l-14C] with Potassium Amide. J. Amer, chem. Soc. 75, 3290 (1953).

    CAS  Google Scholar 

  189. Roberts, J. D., and M. Halman: Rearrangement in the Reaction of C14-Labeled n-Propylamine (1-Aminopropane-l-C14) with Nitrous Acid. J. Amer. chem. Soc. 75, 5759 (1953).

    CAS  Google Scholar 

  190. Robinson, G. M., and R. Robinson: A. New Synthesis of Tetraphenylpyrrole. J. chem. Soc. [London] 113, 639 (1918);

    CAS  Google Scholar 

  191. Robinson, G. M., and R. Robinson: A. New Synthesis of Tetraphenylpyrrole. J. chem. Soc. [London] 113, 1924, 827.

    Google Scholar 

  192. Roe, A., and J. B. Finlay: The Isotope Effect. II. Pyrolysis of Lithium Acetate-[1–14C]. J. Amer. chem. Soc. 74, 2442 (1952).

    CAS  Google Scholar 

  193. Roe, A., and E. L. Albenesius: The Isotope Effect. III. The Reaction of Acetone- [1–14C] with Alkaline Hypoiodite. J. Amer. chem. Soc. 74, 2402 (1952).

    CAS  Google Scholar 

  194. Roe, A., and M. Hellmann: Determination of an Isotope Effect in the Decarboxylation of Malonic-1-C14 Acid. J. chem. Physics 19, 660 (1951).

    CAS  Google Scholar 

  195. Ropp, G. A., A. J. Weinberger and O.K. Neville: Abstr. Pap. 119th meeting Amer. chem. Soc, p. 88 (Apr. 1950).

    Google Scholar 

  196. Ropp, G. A: Effect of Isotope Substitution on Organic Reaction Rates. Nucleonics, October 1952, 22.

    Google Scholar 

  197. Ropp, G. A and O. K. Neville: A. Review of the Uses of Isotopic Carbon in Organic Chemical Research. Nucleonics, August 1951, 22.

    Google Scholar 

  198. Ruben, S., M. B. Allen and P. Nahinsky: Tracer Studies with Radioactive Carbon. The Exchange between Acetic Anhydride and Sodium Acetate. J. Amer. chem. Soc. 64, 3050 (1942).

    CAS  Google Scholar 

  199. Ryan, J. P., and O. R. O’Connor: The Claisen Rearrangement of Phenyl Allyl Ethers, Labeled with Carbon-14. J. Amer. chem. Soc. 74, 5866 (1952).

    CAS  Google Scholar 

  200. Salas, E. de, and C. L. Wilson:Prototropy in Relation to the Exchange of Hydrogen Isotopes. Part IV. Osomerization and Exchange in Methylene- azomethines. J. chem. Soc. [London] 1938, 319.

    Google Scholar 

  201. Schacht, M.: Verwendung von Radioelementen und stabilen Isotopen für Indikatormethoden in der nichtbiologischen Chemie. Angew. Chem. 61, 465 (1949).

    CAS  Google Scholar 

  202. Schäfer, K.: Die physikalisch-chemischen Unterschiede der Isotopen. Angew. Chem. 59, 42 (1947).

    Google Scholar 

  203. Schanzer, W., u. K. Clusius: Zur Elektrolyse deuteriumhaltiger Fettsäuren. III. Über den Mechanismus der Propylen- und Propanbildung bei der Elektrolyse der Buttersäure. Z. physik. Chem. 190, A 241 (1942).

    Google Scholar 

  204. Schmid, H., u. K. Schmid: Zur Kenntnis der C. AiSEN. Umlagerung. I. Helv. chim. Acta 35, 1879 (1952).

    CAS  Google Scholar 

  205. Schmid, H., II. Helv. chim. Acta 36, 489 (1953).

    CAS  Google Scholar 

  206. Schmid, H., III. Helv. chim. Acta 36, 687 (1953).

    CAS  Google Scholar 

  207. Schmid, K., W. Haegele u. H. Schmid: Experientia 9, 414 (1953).

    CAS  Google Scholar 

  208. Smith, D.H., J. R. Schwartz and G. Wheland: The Intramolecular Character of the Benzidine Rearrangement., J. Amer. chem. Soc. 74, 2282 (1952).

    CAS  Google Scholar 

  209. Schönberg, A., and A. Mustafa: Action of Diazomethane on Hydroxy- Compounds and of Diazomethane Derivatives on Phenanthraquinone. J. chem. Soc. [London] 1946, 746; ebd. 1951, 1369.

    Google Scholar 

  210. Shantz, E. M., and D. Rittenberg: Retention of the Carbon Skeleton in the Kindler-Willgerodt Reaction. J. Amer. chem. Soc. 68, 2109 (1946).

    CAS  Google Scholar 

  211. Smith, W. V.: Chain Initiation in Styrene Emulsion Polymerization. J. Amer. chem. Soc. 71, 4077 (1949).

    CAS  Google Scholar 

  212. Sowden, J. C: The Action of Hydrobromic Acid on l-14C-d-Glucose. J. Amer. chem. Soc. 71, 3568 (1949).

    CAS  Google Scholar 

  213. — and R. Schaffer: The Isomerization of d-Glucose by Alkali in D2O at 25°. J. Amer. chem. Soc. 74, 505 (1952).

    Google Scholar 

  214. Sowden, J. C, and D. J. Kuenne: Concerning the Mechanism of Formation of Saccharinic Acids. J. Amer. chem. Soc. 75, 2788 (1953).

    CAS  Google Scholar 

  215. Steinmetz, H., and R. M. Noyés: The Mechanism of Halogen-atom Catalyzed cis-trans Isomerization Studies with Bromine and Dibromoethylene. J. Amer, chem. Soc. 74, 4141 (1952).

    CAS  Google Scholar 

  216. Stevenson, D. P., C D. Wagner, O. Beeck and J.W. Otvos: Hydrogen Exchange and Isomerization of Saturated Hydrocarbons with Sulfuric Acid. J. Amer. chem. Soc. 74, 3269 (1952).

    CAS  Google Scholar 

  217. Stewart, T. D., and D. Harmann: The Exchange of Hydrogen and Tritium Ions During Alkylation, Catalyzed by Tritium Sulfuric Acid. J. Amer, chem. Soc. 68, 1135 (1946).

    CAS  Google Scholar 

  218. Stieglitz, J., u. G. O. Curme: Die Umwandlung von Hydrazobenzol in Azobenzol und Anilin — eine Reaktion erster Ordnung. Ber. dtseh. chem. Ges. 46, 911 (1913).

    CAS  Google Scholar 

  219. Stranks, D. R., and B. M. Harris: Carbon14 Isotope Effect in an Inorganic Equilibrium. J. chem. Physics 19, 257 (1951).

    CAS  Google Scholar 

  220. Tarpey, W.: Source of the N. Methyl Group in the Preparation of Demerol. UCRL — 563 (1949).

    Google Scholar 

  221. Tchoubar, B.: Obtension de ľacide Cyclohexyl-1 Cyclohexanecarboxylique par la déshalogénation alcaline de la chloro-1 dicyclohexylcétone. C. R. hebd. Séances Acad. Sci. 228, 580 (1949).

    CAS  Google Scholar 

  222. Thompson, S. O., J. Turkewich and A. P. Irsa: Reaction of Deuterium with Hydrocarbons over a Cobalt-Thoric Fischer-Tropsch Catalyst. J. Amer. chem. Soc. 73, 5213 (1951).

    CAS  Google Scholar 

  223. Tolbert, B. M., P. T. Adams, E. L. Bennett, A. M. Hughes, M. R. Kirk, R. M. Lemmon, R. M. Noller, R. Ostwald and M. Calvin: Observations on the Radiation Decomposition of Some C14-Labeled Compounds. J. Amer. chem. Soc. 75, 1867 (1953).

    CAS  Google Scholar 

  224. Van Heyningen, W. E., D. Rittenberg u. R. Schoenheimer: The Preparation of Fatty Acids Containing Deuterium. J. biol. Chemistry 125, 495 (1938).

    Google Scholar 

  225. Vaughan, W. R., D. J. M. Cane and G. J. Sloan: The Rowe Rearrangement. J. Amer. chem. Soc. 73, 2298 (1951).

    CAS  Google Scholar 

  226. Vaughan, W. R., The Chemistry of the Phthalazines. Chem. Rev. 43, 447 (1948).

    CAS  Google Scholar 

  227. Vaughan, W. R., and R. Perry jr.: Racemization in the Camphene Hydrochloride-Iso- bornyl Chloride Rearrangement. J. Amer. chem. Soc. 75, 3168 (1953).

    CAS  Google Scholar 

  228. Wagner, C. D., and V. P. Guinn: Self-radiolysis of 14C. Compounds. J. Amer. chem. Soc. 75, 4861 (1953).

    Google Scholar 

  229. Wahl, A. C, and N. A. Bonner: Radioactivity Applied to Chemistry. New York, N.Y.: John Wiley & Sons, Inc. 1951.

    Google Scholar 

  230. Wallach, O.: Verhalten des 4,5-Dibrommentanons-3 gegen Kali. Liebigs Ann. Chem. 414, 292 (1918).

    Google Scholar 

  231. Westheimer, F. H., and N. Nicolaides: The Kinetics of the Oxidation of 2-Deuteropropanol-2 by Chromic Acid. J. Amer. chem. Soc. 71, 25 (1949).

    CAS  Google Scholar 

  232. Wynne-Jones, W. F. K.: The Use of Isotopes in Acid and Basic Catalysis. Chem. Rev. 17, 115 (1935).

    CAS  Google Scholar 

  233. Weygand, F., H. Grisebach u. K. Schmeiser: Untersuchung der Osotriazol- bildung mit Hilfe von p-82 Bromphenylhydrazin. Angew. Chem. 63, 27 (1951).

    CAS  Google Scholar 

  234. Weygand, F., u. K. D. Kirchner: Methylierung von Stilböstrol mit Diazomethan in Gegenwart von Methanol-14C. Angew. Chem. 64, 203 (1952).

    CAS  Google Scholar 

  235. Weygand, F., u. H. Grisebach: Methylierung von Stilböstrol mit Diazomethan in Gegenwart von n-Propanol-[l-14C]. Angew. Chem. 64, 643 (1952).

    CAS  Google Scholar 

  236. Weygand, F.: Studies on Osazones with p-Bromophenylhydrazine labelled with 82Br. Radioisotope Techniques, Vol. L. Her Majesty’s Stationary Office, London 1953

    Google Scholar 

  237. Weygand, F. u. G. Schaefer: Synthese von Pteroyl-l-glutamin-säure-[11–14C] (Folsäure- [H-14C]). Chern. Ber. 85, 307 (1952).

    CAS  Google Scholar 

  238. Weygand, F. u. H. Grisebach: Unveröffentlicht.

    Google Scholar 

  239. Weygand, F. u. H. Simon: Darstellung isotopenhaltiger organischer Verbindungen. Houben-Weyl, Meth. d. org. Chem. Bd. 4. Stuttgart: Georg Thieme (im Druck).

    Google Scholar 

  240. Wiberg, K. B.: The Thermal Decomposition of Deuterated Barium Butyrate. J. Amer. chem. Soc. 74, 4381 (1952).

    CAS  Google Scholar 

  241. Wieland, H.: Über Hydrierung und Dehydrierung. Ber. dtsch. chem. Ges. 45, 484 (1912).

    CAS  Google Scholar 

  242. Williams, D. L., and A. R. Ronzio: Preparation of Potassium Cyanate from Urea. Atomic Energy Commission Doc. (AECU) 662 (1949).

    Google Scholar 

  243. Williams, E. D., K. A. Krieger and A.R. Day: The Mechanism of the Meerwein-Ponndorf-Verley Reaction. A. Deuterium Tracer Study. J. Amer. chem. Soc. 75, 2404 (1953).

    CAS  Google Scholar 

  244. Wood, H. G., C H. Werkman, A. Henningway, A. O. Nier and C. G. Stuck- wisch: Reliability of Reactions Used to Locate Assimilated Carbon in Propionic Acid. J. Amer. chem. Soc. 63, 2140 (1941).

    CAS  Google Scholar 

  245. Wood, H. G., R. W. Brown, C. H. Werkman and C. G. Stuckwisch: The Degradation of Heavy-Carbon Butyric Acid from the Butyl Alcohol Fermentation. J. Amer. chem. Soc. 66, 1812 (1944).

    CAS  Google Scholar 

  246. Woodward, R. B., and E. C. Kornfeld: The Action of Alkali on Chloral- Quinaldine. J. Amer. chem. Soc. 70, 2508 (1948).

    CAS  Google Scholar 

  247. Zincke, Th., u. H. Jaenke: Über Orthoamidoazoverbindungen des Xylols und Pseudocumols. Ber. dtsch. chem. Ges. 21, 540 (1888). (Abgeschlossen im November 1953.)

    Google Scholar 

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Weygand, F., Grisebach, H. (1954). Die Anwendung von Isotopen in der organischen Chemie. In: Fischer, F.G., Kohlschütter, H.W., Schäfer, K.L., Mayer-Kaupp, M. (eds) Fortschritte der Chemischen Forschung. Fortschritte der Chemischen Forschung, vol 3/1. Springer, Berlin, Heidelberg. https://doi.org/10.1007/BFb0051895

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  • DOI: https://doi.org/10.1007/BFb0051895

  • Publisher Name: Springer, Berlin, Heidelberg

  • Print ISBN: 978-3-540-78233-9

  • Online ISBN: 978-3-540-47131-8

  • eBook Packages: Springer Book Archive

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