organic chemistry
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The document discusses the Bischler-Napieralski reaction, where β-phenylethylamine acyl derivatives undergo cyclodehydration to form dihydroisoquinoline and subsequently isoquinolines upon oxidation. It also covers the free radical mechanism, highlighting key processes such as hemolytic bond cleavage, chain propagation, and termination involving radical combinations. Additionally, it outlines the aromatic substrate mechanism that requires a good nucleophile and leaving group, emphasizing characteristics revealed through X-ray crystallography.
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organic chemistry
- 1. ORGANIC CHEMISTRY Topic: 1. Bischler-Napieralski Reaction 2. Free Radical Mechanism 3. Aromatic Substrate Mechanism Presented by K. Revathi I-M.sc. Chemistry
- 4. Bischler-Napieralski Mechanism In this reaction, acyl derivatives of 𝛽-phenylethylamine undergo cyclodehydration by reacting with phosphoryl chloride to give dihydroisoquinoline. Subsequent oxidation of dihydroisoquinoline with Pd on charcoal yields corresponding isoquinolines.
- 8. Free Radical mechanism In radical mechanism haemolytic bond cleavage takes place. Initiation may happen spontaneously or may be induced by heat or light. The free radicals are involved in chain reaction which leads to chain propagation. The final step chain termination involves combination of two radicals
- 10. Aromatic substrate The aromatic substrate is attacked by a nucleophile with the removal of a leaving group. In this mechanism the strong inductive destabilisation, few salts of ions have been isolated and characterized. It has been characterized by X-ray crystallography method.
- 13. Aromatic substrate reaction require i. A good nucleophile such as one carrying oxygen, nitrogen, or cyanide group ii. A good leaving group such as halides iii. Electron withdrawing substituents on the benzene ring such as carbonyl, nitro, or cyanide groups located at ortho or para positions to the leaving group. •