University:
Shippensburg University of Pennsylvania
Course:
CHM 121 | Chemical Bonding
Academic year:

2019
Views:

19

Pages:

6
Author:

Polemic

Position of double Bond in cholesteral Skeleton Cholesterol + H2O2/ACOH Cholestanetriol 1. One OH is already discussed at 3-carbon Position. 2. Two new on gp is added by oxidation of double bond. Cholestanetriol + C403- → Hydroxy cholestane dione 1 0 2° OH gp (at 3C-Position) oxidized into ketone. me 2. Another 2° он дgp (at sqwhere) oxidized into ketone. 3. Third of gp is at 3° which resist to oxidized. Overall by last two information- 2° and 3° OH Presence showed that Parent double bond should be in b/w 2-3°C Carbon Hydroxy cholestane dione + Zn/CH3COOM ال Chloestanedione. 1.3° OH gp is removed Rest two ketone remains Present. 2. One ketone (which is formed by oxidation of 2° CH др at 3-carbon Position) remains present. 3. Second Ketone (which is formed by oxidation of gp at some where) remains Present. Cholestanedione + C403 Tetracarboxylic 1. Two Ketones are Present on two different ring. (if two ketones are present on same or one ring it should give dicarboxylic acid) OH gp and double bond should present on two different rings where double bond should be in byw 2° & 3º Information The Presence of 1.2. dimethyl confirms the Presence of methyl gb at C-13 Position (if methyl gp is nat at C-13 only 2 metry prenanthrene should form) overall. C-13 Pasition, there is an angular methyl gb. overall the str of cholesterol is elucidated as:7