Question

I got 12/20 and im not really sure where I made mistakes, please provide with solutions :)

1. The following three reactions are similar, differing only in the configuration of the substrate. One of these reactions is very fast, one very slow and the other does not occur at all. Br 3 6/SNS Slos ese3 HOEN CH3 Shuin H DaAxial Cl Br NaOH Fost, lers Sterie strain H Br Eq. NaOH 3 iGgges graup Dues not ocur not ankeripon anieds to lbe Yo tal (a) Identify each reaction and explain (preferably with a mechanism) your choice. (Hint: Chair conformations may be helpful). (b) Show what product you get instead for the reaction that does noBccur [6 marks] 12 marks. H CH3 Ho R whut you get CHo instead He Afkr wtting He muuru oniginel ws eclipseel not anpipnr 12 te Sine a 2. Seven membered rings also possess some ring strain. Belew is a ring contrastion rearrangement. Draw the mechanism for this reaction. Make sure to show how each product is formed and determine which one will bethe major product and explain briefly why? [6 marks TiHOOL OH H,SO heat Hoy ir 3. Show the major product that would result in the following reactions 16 marks Sna Na N, PASolve Br in 1-butanol DMSO HO ho.6le Na OH Hu ffmon Dnhinudaccl facuct HO 1erHindual 13 Je 6H No Heu Holfeaun Hinor rcarecys

Answer 1

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