Problem Set 12-07-17 Answers PDF

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Problem Set 12-07-17 Answers...

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1) Provide the mechanism and product that would result from the elimination reaction:

2) Provide the mechanism and product that would result from the elimination reaction:

3) One of the following compounds undergoes an E2 elimination much faster than the other. Identify which, and provide a rationale.

The chair conformations for these compounds are shown above. The conformation is effectively locked in whichever chair places the t-butyl group in an equatorial position. E2 mechanism cannot occur unless there is significant overlap of the C-H bonding electrons and the C-Br antibonding orbital. 4) Rank the following from fastest to slowest in terms of carbocation formation, and explain your trend.

In the order presented above; This trend is based on the extent of delocalization (through resonance). The phenyl rings are not involved in resonance with the resulting carbocation (why?). 5) In the boxes below, please provide the major product. Consider all of your options! Ask here: “Why is this elimination product favored over the others?”, “Why is this favored over substitution/elimination?”, etc.

6) Propose a synthesis that will accomplish the following transformation:...