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Mechanisms of Racemization of Camphene-8-C141

Cite this: J. Am. Chem. Soc. 1953, 75, 13, 3165–3168
Publication Date (Print):July 1, 1953
https://doi.org/10.1021/ja01109a037
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This article is cited by 20 publications.

  1. Jing Kong, Paul v. R. Schleyer and Henry S. Rzepa . Successful Computational Modeling of Isobornyl Chloride Ion-Pair Mechanisms. The Journal of Organic Chemistry 2010, 75 (15) , 5164-5169. https://doi.org/10.1021/jo100920e
  2. Henry S. Rzepa and Charlotte S. M. Allan. Racemization of Isobornyl Chloride via Carbocations: A Nonclassical Look at a Classic Mechanism. Journal of Chemical Education 2010, 87 (2) , 221-228. https://doi.org/10.1021/ed800058c
  3. Ted S. Sorensen. Terpene rearrangements from a superacid perspective. Accounts of Chemical Research 1976, 9 (7) , 257-265. https://doi.org/10.1021/ar50103a003
  4. Jan Světlík, František Tureček, Katarzyna Hartwich, Krzysztof Kozieł, Paweł Pakulski, Aleksandra Pałasz, Justyna Kalinowska-Tłuścik, Dariusz Cież. Cerium(IV) based oxidative free radical cyclization of active methylene compounds with some cyclic alkenes: A useful annulation method for terpene functionalization. Tetrahedron 2019, 75 (18) , 2652-2663. https://doi.org/10.1016/j.tet.2019.03.039
  5. Kevin A. Lobb, Perry T. Kaye. 1 H NMR-based kinetic and mechanistic study of unusual skeletal rearrangements of a spirobornyl tosylate derivative. Journal of Physical Organic Chemistry 2011, 24 (1) , 38-44. https://doi.org/10.1002/poc.1699
  6. A. F. Thomas. The Synthesis of Monoterpenes. 2007,,, 1-195. https://doi.org/10.1002/9780470129654.ch1
  7. Manfred Stock, Horst-Robert Schütte. Synthesen radioaktiv markierter Verbindungen; Darstellung von [8-14C] Camphen. Zeitschrift für Chemie 1987, 27 (2) , 65-66. https://doi.org/10.1002/zfch.19870270210
  8. I. V. Shchirina-�ingorn, L. G. Kuz'mina, A. G. Makarovskaya, Yu. T. Struchkov, I. I. Kritskaya. Rearrangement of 1-chlorocamphene in the presence of boron fluoride and the molecular structure of camphene-4-mercuric chloride. Bulletin of the Academy of Sciences of the USSR Division of Chemical Science 1983, 32 (2) , 337-341. https://doi.org/10.1007/BF00957945
  9. Sukh Dev. The Chemistry of Longifolene and Its Derivatives. 1981,,, 49-104. https://doi.org/10.1007/978-3-7091-8611-4_2
  10. N. T. Corke, N. C. Lockhart, R. S. Narang, J. N. Sherwood. Self-diffusion in Pure and Impurity Doped dl - Camphene. Molecular Crystals and Liquid Crystals 1978, 44 (1-2) , 45-60. https://doi.org/10.1080/00268947808084967
  11. James E. Oliver. A synthesis of camphene-8-14C and toxaphene-14C. Journal of Labelled Compounds and Radiopharmaceuticals 1977, 13 (3) , 349-352. https://doi.org/10.1002/jlcr.2580130308
  12. N. C. Lockhart. Synthesis of labelled organic compounds for solid state diffusion studies. Journal of Labelled Compounds 1974, 10 (2) , 219-227. https://doi.org/10.1002/jlcr.2590100206
  13. S. Ranganathan, H.H. Raman. Fascinating problems in organic reaction mechanisms—VI. Tetrahedron 1974, 30 (1) , 63-72. https://doi.org/10.1016/S0040-4020(01)97217-5
  14. S. Rengaraju, K.Darrell Berlin. Mechanism of decomposition of a phosphorylated triazoline. Tetrahedron 1971, 27 (12) , 2399-2407. https://doi.org/10.1016/S0040-4020(01)90743-4
  15. R. Ranganathan, U.R. Nayak, T.S. Santhanakrishnan, Sukh Dev. Studies in sesquiterpenes—XL. Tetrahedron 1970, 26 (2) , 621-630. https://doi.org/10.1016/S0040-4020(01)97855-X
  16. Friedrich Weygand, Hans Grisebach. Die Anwendung von Isotopen in der organischen Chemie. ,,, 108-186. https://doi.org/10.1007/BFb0051895
  17. Walter Hückel, Carl-Martin Jennewein, Hans-Joachim Kern, Otto Vogt. Änderungen des Molekülbaus bei chemischen Reaktionen, XX1) Solvolyse von Toluolsulfonsäureestern, XXVIII1) Konkurrenz- und Folgereaktionen bei der Wagner-Meerwein-Umlagerung Solvolyse von Bornyl- undendo-Fenchyltosylat. Justus Liebigs Annalen der Chemie 1968, 719 (1) , 157-168. https://doi.org/10.1002/jlac.19687190118
  18. J. P. Kennedy, H. S. Makowski. Reactivities and structural aspects in the cationic polymerization of mono- and diolefinic norbornanes. Journal of Polymer Science Part C: Polymer Symposia 1968, 22 (1) , 247-265. https://doi.org/10.1002/polc.5070220120
  19. Edouard Demole. Sur la structure des terpénylphénols obtenus en condensant le camphène avec le phénol, et celle de leurs dérivés hydrogénés à odeur boisée. Helvetica Chimica Acta 1964, 47 (1) , 319-338. https://doi.org/10.1002/hlca.19640470142
  20. R. Huisgen. Altes und Neues über aliphatische Diazoverbindungen. Angewandte Chemie 1955, 67 (17-18) , 439-463. https://doi.org/10.1002/ange.19550671703

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