Question

1. Draw the mechanism (arrow pushing) of the reversion of tert-pentyl chloride (the product) to tertpentanol (the starting material)

2. Draw the mechanism of the conversion of tert-pentanol (the starting material) to 2-methylbut-2- ene

Answer 1

HCl To-H text- pentanol tert-pentyl chloride Mechanism: H- > -ci II СН3 <

2. H₂C CH₂ H₂SO4 CH₂ H3 C- TOH CH₂ H tert pentanol 2-methylbut-2-ene Mechanism: ett CH₃ 4-0--0H H-0--OH O=VO 왜 OH CH₃ нне Н, H₂ CN CHE HSO4 - CH₂