5. Draw mechanisms for the following transformations. Show all intermediates and indicate the flow of electrons with the appropriate arrows. OH HO HO- но OCH3 HO OCH3 CH3Q OCH3 Ph H Ph p-TSOH HO- HO OCH3 OCH3 Досно Ха OCH3 HO- p-TSOH CH3O OCH3 CH3O OCH3

Complete the reactions below, draw the mechanism for each reaction, and determine majorand minor products where applicable.

Indicate reagents and conditions needed to impart the transformations below. You do not need to indicate the mechanism, each will require more then one-step.

Draw mechanisms for the following reactions. Use curved arrows to show electron flow for each step and draw out all reactants to effectively show all arrow pushing.  Write a written description of the mechanisms.

Nonconjugated , -unsaturated ketones, such as 3-cyclohexenone, are in an acid-catalyzed equilibrium with their conjugated , -unsaturated isomers. Propose a mechanism for this isomerization.

All rearrangements we have discussed so far have involved generation of an electron-deficient carbon followed by a 1,2-shift of an atom or a group of atoms from an adjacent atom to the electron-deficient carbon. Rearrangements by a 1,2-shift can also occur following the generation of an electron-deficient oxygen. Propose a mechanism for the acid-catalyzed rearrangement of cumene hydroperoxide to phenol and acetone.

Please show mechanism

The reaction of methylpropene with HBr in ether gives one of the two products below as the major product. Br HBr Br ether Product A Product B Product would have a higher energy transition state for the formation of the intermediate leading to it. O A O B O Both products would have the same transition state.

Complete the following ether cleavage reaction by moving the correct product into each of the two boxes. ОН HI (ехcess) + heat `CH,OCH3 ОН ОН ОН `CH,I `CH2OH *CH,I CH2I HO, CH3OH CH3I H,O CH;CH,I CH;CH2OH

7. Give a Mechanism for the following reaction; show formal charges and significant intermediates. e CH3CH₂NH2 H3O+ N CH₂CH3 + H₂O