Question

Please and all two questions and explain how you got to your answer. I'm really lost and I have an exam in 7 days! A step by step would be appreciated.

9. (20 points) For the reaction shown below, a) predict the product b) draw a detailed mechanism using curved arrow notation c) draw the coordinate energy diagram d) label the reactants, intermediates and products on the energy diagram e) Which step is rate determining? Why? a HBO Reaction Progress 10.(12 points) Using your knowledge of organic synthesis, design a synthesis of 4- phenylbutane-1,2-diol from styrene. Show all steps, including any reagents you may need, and all intermediate products. ОН ХОН styrene 4-phenylbutane-1,2-diol

Answer 1

Face No: Ansi The above reaction is an addition reaction. Alolition of 4 and Br in two steps because of the formation of stable tertiary carebocation. michanism Realaut intumediate pvooluer bre stup 1 - attack of Nucleophilic alkene to HBr Abstraction of haeton dreom H-br, which generalls an intermediate sie. Cembocation... slip 2 - actack of Neuchlephilie Br. to a generated cambocation. Bra ad can attack from either of the two faces se top and bettem!

face: Addition of Hor to alkene takes place accoraing to Marckornikov Rule which -states that sehen a bucousted acld, HX adds to an unsymmetrical alkene, the acidic hyderogen e the acid bonds to that celeben & the dacible lond that has greater number of hyduogen atoms aluably attached to it! Envegy Diagram 104 - +7s2 EU - thregy Intermediate (carbocation), Reactant - product Reaction Progress - Foremafon Callocation on aukene is the math delimining dep bicause enction donating substifient lalkye groups) makes the alllene more deactive that leads to form mon coee bocation Luchich on reaction wellh Br- quicates the addition product wenien lou les reactive because of

UPNI election withdrauling bromine. in the diagram E = activation enugy required for elastant to fom'cachodation Ezt activation energy required for a adation of es celeberation 181 → Transition state 1 H- Br IS1 formation of bond. bo breaking of T bond TS 2 - Transition state & formation of c-Br Bond.