تفاعل تشيشيبابين

تفاعل تشيشيبابين هو تفاعل كيميائي لتحضير مشتقات 2-أمينو البيريدين وذلك من مفاعلة مشتقات البيريدين مع أميد الصوديوم. ينسب التفاعل إلى الكيميائي أليكسي تشيشيبابين الذي طوره سنة 1914.[1]

Chichibabin overall reaction

آلية التفاعل

تتم آلية التفاعل وفق ما يلي:

وهي تصنف كيميائياً من تفاعلات الإضافة والحذف، والتي تتم عبر تشكيل معقد مايزنهايمر الوسطي (ناتج إضافة σ).[2] يستخدم تشكل معقد مايزنهايمر ذي اللون الأحمر مؤشراً على سير التفاعل، وذلك بالإضافة إلى انطلاق غاز الهيدروجين. يتوفر أميد الصوديوم من ضمن الكواشف الكيميائية، ولكن ينبغي أخذ الحيطة والحذر عند التعامل به.[3]

اقرأ أيضاً

المراجع

  1. ^ Chichibabin, A. E.؛ Zeide, O. A. (1914). "[New Reaction for Compounds Containing the Pyridine Nucleus]". Zhur. Russ. Fiz. Khim. Obshch (J. Russ. Phys. Chem. Soc.). ج. 46: 1216–36.
  2. ^ McGill, C.؛ Rappa, A. (1988). "Advances in the Chichibabin Reaction". Advances in Heterocyclic Chemistry. Advances in Heterocyclic Chemistry. ج. 44: 1–79. DOI:10.1016/s0065-2725(08)60261-5. ISBN:9780120206445.
  3. ^ Shreve, R. N.؛ Riechers, E. H.؛ Rubenkoenig, H.؛ Goodman, A. H. (1940). "Amination in the Heterocyclic Series by Sodium Amide". Industrial and Engineering Chemistry. ج. 32 ع. 2: 173–8. DOI:10.1021/ie50362a008.
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