Question

Section IlI: Mechanisms (15 points) Providé à complete meca reactions using arrows to indicate the flow of electrons. If asked, use you mechanism to explain the stereochemical or regiochemical outcome. 6. (a) Provide a step wise mechanism for the following reaction (4 points) 2SO4 ) What would you expect to happen if HBr was used instead of H2SO4 in the above reaction? (1 point) Despite being energetically more stable, why was a 5-membered ring formed instead of the 6-membered ring in the reaction indicated below? (1 point) H3PO4 SH Not Observed Major Product

Answer 1

H2S0,4 0 H oH OH 1,2- menyl fi 0
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НС Hs Stable 3 Co>ocahm the cycisaHm gives 5-memberi) Ying ,. 1X - w

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