Question

3. Draw the curved arrow mechanism for the formation of both products. If there is a shared intermediate you may redraw it to show formation of the second product. HO

Answer 1

Н- Нао НQ 1-iodo-1,2 dimethylcyclopentane The alcohol is protonated and leaves as water to generate carbocation which 1,2 CH2 shift occurs to expansion the ring. The resulting carboncation was attacked by londine anion to afford the final product н Н,о НQ 1,2-dimethylcyclopent-1- ene The alcohol is protonated and leaves as water to generate carbocation which 1,2 CH2 shift occurs to expansion the ring. The proton was abstracted by londine anion from alpha carbon to carboncation to afford the final product 1