Question

Treatment of compound 4 with potassium tert-butoxide results in the potential formation of three isomeric alkenes each with molecular formula C4H8. One of these products is compound 5. a. (4

marks) Draw the structure of the other two potential alkene products. b. (8 marks) Suggest which of the product(s) formed in this reaction will likely predominate.Draw the flying-wedge configuration of 4 that will give rise to this product and explain why it does so. Include an appropriate Newman projection as part of your explanation. c. (2 marks) Identify the type of mechanism which results in the formation of the product(s), based on the structure of compound 4 and the reagents used in the reaction.Give your reasoning (one sentence). d. (6 marks) Draw a mechanism (using curly arrows) to show the formation of the predominant alkene product you identified in question 2b.

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