structure elucidation of Morphine ppt.pptx

structure elucidation of morphine

1. Structure Elucidation of Morphine By smit vaniya 23MSCC22

2. Structure Elucidation of Morphine 1 . Determination of molecular formula : By qualitative and quantitative analysis and by molecular weight determination molecular formula of the morphine is C 17 H 19 O 3 N 2 . Detection of unsaturation : Presence of a double bond Upon catalytic hydrogenation it gives dihydromorphine indicates presence of a double bond. C 17 H 19 O 3 N + H2 Pd C 17 H 21 O 3 N morphine di hydro morphine

3. Structure Elucidation of Morphine IV) The third oxygen atom is must be present in ether form. 3 . Nature of oxygen atoms I) Upon acetylation morphine forms diacetyl derivative which indicates presence of two - OH groups. II) It forms monosodium salt with NaOH and gives violet colour with FeCl3 solution indicates presence of a phenolic -OH group. III) The another -OH group is secondary alcoholic group, as morphine when treated with halo acid-OH group is replaced by halogen atom.

4. Structure Elucidation of Morphine 4 . Nature of nitrogen atom I) For exhaustive methylation, morphine requires one molecule of methyl iodide to form quaternary ammonium salt which indicates 'N' atom is tertiary in nature. C 17 H 19 O 3 N + CH 3 I C 18 H 22 O 3 Morphine Morphine Quaternary salt   II) In Herzig Meyer method, morphine release one CH3NH2 indicates presence of one 'N-methyl' group. C 17 H 19 O 3 N CH 3 NH 2 Morphine Methyl amine Sodalime distillation

5. Structure Elucidation of Morphine 5 . Degradation studies I) Zn distillation - Morphine upon Zn distillation gives phenanthrene which indicates morphine contains fused carbocycle like phenanthrene . C 17 H 19 O 3 N Zn distillation Morphine phenanthrene .

6. Structure Elucidation of Morphine II) Hoffman degradation of Morphine Morphine Heroin Acetylation Ac₂O CH 3 I CH3 +   Heroin methiodide Hoffman degradation Dihydroxy phenanthrene (Morphol) The structure of morpho is confirmed by synthesis

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