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Journals / Turkish Journal of Chemistry / 2005 / Cilt: 29 - Sayı: 5

Excellent and Convenient Procedures for Reduction of Benzene and Its Derivatives

Aliye ALTUNDAŞ
Abdullah MENZEK*
Demet DEMİRCİ GÜLTEKİN And
Pages
513–518
Publication Date
2005-05-01
DOI
—
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AI Summary & Key Takeaways

AI Insight
⚡ TL;DR(Too Long; Didn't Read)

The yields and conversions of the reactions were 70-89% and 80-100%, respectively.

📌 3 Key Takeaways

🎯
Objective & Hypothesis:Reductions of benzene, toluene, ortho-xylene, cumene, anisole and benzoic acid to corresponding nonconjugated dienes were realized at room temperature by gas NH3 and Li.
📊
Key Findings & Data:The reduced products were easily isolated because THF and dioxane were dissolved in the water.
💡
Conclusion & Impact:The yields and conversions of the reactions were 70-89% and 80-100%, respectively.
🔬Design:Research Article
📍Scope:Comprehensive Sample
⚙️Variables:Arenes · lithium · reductions

Abstract

Reductions of benzene, toluene, ortho-xylene, cumene, anisole and benzoic acid to corresponding nonconjugated dienes were realized at room temperature by gas NH3 and Li. The reduced products were easily isolated because THF and dioxane were dissolved in the water. The yields and conversions of the reactions were 70-89% and 80-100%, respectively.

Özet

Reductions of benzene, toluene, ortho-xylene, cumene, anisole and benzoic acid to corresponding nonconjugated dienes were realized at room temperature by gas NH3 and Li. The reduced products were easily isolated because THF and dioxane were dissolved in the water. The yields and conversions of the reactions were 70-89% and 80-100%, respectively.

🔖

Cite This Article

ALTUNDAŞ, A., MENZEK*, A., And, D. D. G. (2005). Excellent and Convenient Procedures for Reduction of Benzene and Its Derivatives. Turkish Journal of Chemistry, Cilt: 29 - Sayı: 5, 513–518. https://ajindex.com/articles/253793

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References (32)

  1. H.O. House, Modern Synthetic Reactions; 2nd ed., W. A Benjamin, Los Angles, CA, pp 1-227, 1972.
  2. P.W. Rabideau, Tetrahedron 45, 1579-1603 (1989).
  3. M. Hudlicky, Reduction in Organic Chemistry; 2nd ed., ACS Monograph, 188, pp 61-79, 1996.
  4. A. Menzek, J. Chem. Educ. 79, 700-702 (2002).
  5. A.J. Birch and D. Nasipuri, Tetrahedron 6, 148-153, (1959).
  6. R.G. Harvey, Synthesis 161-172 (1970).
  7. J.M. Hook and L.N. Mander, Natural Prod. Rep. 3, 35-85 (1986).
  8. M. Balcı, Y. S¨utbeyaz, and H. Se¸cen, Tetrahedron 46, 3715-3742 (1990).
  9. K.A. Powell, A.L. Hughes, H. Katchian, J.F. Jerauld and H.Z. Sable, Tetrahedron 28, 2019-2027 (1972).
  10. M. Mittelbach, N. Poklukar and H. Junek, Liebigs Ann. Chem. 2, 185-188 (1990).
  11. S. Spange, Prog. Polym. Sci. 25, 781-849 (2000).
  12. R.J. Giguere, A.M. Namen, B.O. Lopez, A. Arepally, D.E. Ramos, G. Majetich and J. Defauw, Tetrahedron Lett. 28, 6553-6556 (1987). M.S. G¨ultekin, E. Salamcı and M. Balcı, Carbohyd. Res. 338, 1615-1619 (2003).
  13. C.B. Wooster and K.L. Godfrey, J. Am. Chem. Soc. 59, 596-597 (1937).
  14. A.J. Birch, J. Chem. Soc., 430-446 (1944).
  15. A.L. Wilds and N.A. Nelson, J. Am. Chem. Soc. 75, 5360-5365 (1953).
  16. C.B. Wooster, U. S. Patent, 2182242 (1937).
  17. J.P. Wibaut and F.A. Haak, Recueil 67, 85-90 (1986).
  18. K.N. Campbell and J.P. McDermott, J. Am. Chem. Soc. 67, 282-283 (1945).
  19. A.P. Krapcho and A.A. Bothner, J. Am. Chem. Soc. 81, 3658-3666 (1959).
  20. L.H. Slaugh and J.H. Raley, J. Org. Chem. 32, 369-371 (1967).
  21. P.W. Rabideau and D.L. Huser, J. Org. Chem. 48, 4266-4271 (1983).
  22. A.W. Dumanski and A.W. Swerew, Chem. Zentr. III, 746 (1923).
  23. R.A. Benkeser, R.E. Robinson, D.M. Sauve and O.H. Thomas, J. Am. Chem. Soc. 77, 3230-3233 (1959).
  24. A.J. Birch, H.Q. Smith, Rev. Chem. Soc. 7, 17-33 (1958).
  25. R.A. Benkeser, J.A. Laugal and A. Rappa, Tetrahedron Lett. 25, 2089-2092 (1984).
  26. M.E. Grast, L.J. Dolby, S. Esfandiari, N.A. Fedoruk, N.C. Chamberlain and A.A. Avey, J. Org. Chem. 65, 7104 (2000).
  27. A. Menzek, A. Altunda¸s and D. G¨ultekin, J. Chem. Res-S., 752-753 (2003).
  28. M.E. Kuehne and B.F. Lambert, Org. Synth. Coll. Vol. 5, 400-403 (1973).
  29. W.E. Luttrell, Chem. Health Safe. 9(3), 30-31 (2002).
  30. W. Bajonowski, Int J Refrigeration 8(1), 56-57 (1985). G.J. O’Kane, Anaesthesia 38(2), 1208-1213 (1983).
  31. P.J. Temple, D.S. Harper, R.G. Pearson and S.N. Linzon, Enviromental Pollution (1970-1979), 20(4), 302 (1979).
  32. P.G. Urben, M.J. Pitt and L.A. Battle, Bretherick’s Handbook of Reactive Chemical Hazards, 5nd ed.– Vol. 1, Butterworth Heimann Ltd, Oxford OX2 8DP, 1553-1554, 1995.