Question

(18 pts) 4. Predict two elimination products (A and B) for the reaction shown below. Show the mechanism (electron pushing) for the formation of each of your products. What alkene would be the major? Why? catalytic OH HASO beat Which alkene is major? Why? How many "C NMR signals would be observed for A: How many "C NMR signals would be observed for B:

Answer 1

ph Ph OH ,,,, Catalytic, H₂SO4 Here, catalytic amount of H₂SO4 , sives Hoion. that means it makes acidic solution and the free - oh group abstract the it form as otsion and it make as a good leaving group wason Now, ph groukes acidic solen OH treedt group abstract the t'tion and it con Pho Minor کره * Major After heating, dit forms two elimination product 1.e. ② and ③. Here 1B is major IA is minor A is ress stable than . Be case, in case of a the double bond is resonance stabilized by the Phenyl ring. Again, the hyper conjugative structure is more for B (4xH) but for a dess no. of hydrogen is present ie 1. 12 - alpha

Resonating Stouture of 'B' typex conjugative or & -t for both of soola Let is a hydrogen that directly with the carbon this Carbon atom is directly clouble un bonded with a carbon atom .. dit pn voor TOPLH attached with the Carbona atom and ph att ux C at & H2H H&H Id't tionsph

2. @ t It gives 5 signa 2. SA Due to different environment of 6 and te gives different signal in Bc NMR. So, the molecule gires & signed, it