CHM 2120 : 2120 Blackboard problem set 4 Addition to carbonyls ANSWERS.pdf
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Baeyer-villiger reaction: provide names for the following compounds a) b) 4-ethyl-6-oxoheptanoic acid (2s,3s)-2,3-dimethylcyclooctan-1-one (best) cis-2,3-dimethylcyclooctan-1-one (acceptable: draw the structure corresponding to the following names, (e)-2-butenal d. the benzyl carbocation. Ph: give the product of the following reactions, explain, using a mechanism, why the product from parts a and b are different. The grignard reagent, such as methylmagnesium bromide would be destroyed through an acid/base reaction with the solvent (such as methanol). Answers: give the products of the following reactions: *you should be able to draw the mechanism for each reaction. In each case, the reagent approached from the less hindered side of the molecule a) b) c) d) e) f) g) h) *be sure that you can draw the mechanism for each transformation a) 4: draw a mechanism for the following transformations and name the key intermediates: b in all examples = c. b. of the acid or the solvent (best choice) acetal (commonly) or ketal (since derived from a ketone)
