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Atropine Source Present in Atropa balladon, Datura strammonium.

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Presentation on theme: "Atropine Source Present in Atropa balladon, Datura strammonium."— Presentation transcript:

1 Atropine Source Present in Atropa balladon, Datura strammonium

2 Chemistry Molecular formula C17H23NO3 M.Point = 118 °C
Recemic mixture of d & l hyoscyamine Atropine is more stable than either of d & l isomer Organic ester formed by aromatic acid and organic base tropine

3 Struture Hydrogenation C17H23NO3 IDH = C17H17×2+1 = C17H37
No moles of molecular hydrogen was consumed. It means that the molecule does not contain C=C bonds

4 Bromination Bromination also proves that the compound is not saturated and does not contain any double bond Hydrolysis When warmed with Ba(OH)2 atropine is hydrolysed to tropic acid and tropine. Thus atropine is tropine ester of tropic acid.

5 ± Tropic acid MF = C9H10O3 M.Point = 117 °C [α]+ = 81.1°
IHD = C9H9×2+2 = C9H20 IHD = /2 = 10/2 = 5

6 Hydrogenation Bromination

7 Nature of Oxygen Oxidatation Means one carboxylic acid is present
On controlled oxidation an aldehyde carboxylic acid is formed, which on further oxidation is converted to dicarboxylic acid Shows that alcohol (OH) is in the form of primary alcohol

8 Decarboxylation Strongly heated CO2 evolved
Confirm the presence of COOH group These two oxygen atoms are present in the form of carboxylic acid

9 Dehydration When heated strongly tropic acid lose a molecule of water to form atropic acid. This gives benzoic acid on oxidation. This shows that both tropic acid and atropic acid contain benzene ring with one side chain. Thus structure of atropic acid is either I and II. Since I is called cinnamic acid. So the str of atropic is II


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