(1) For step (i), there are two possible acetals that can be formed, draw out both possible products. Determine and explain which one is preferred. (2) For step (ii), what is the charge of H in NaH? For PhCHBr, is there a leaving group? What is that leaving group? So, what could be the function of H in NaH be for the reactant? Draw out the reaction mechanism and show the product for step (ii). (3) For step (iii), search google or other means, find out what is TSOH, state its full name, and draw out the detailed structure. With the presence of water and this TSOH, what can it do to the product of step (ii)? Draw out the reaction mechanism (this involves multiple steps, and you need to be a bit patient here to draw them all out. It is also one of the practice problems you should have done). (4) For step (iv), draw out the structure of Ph2tBuSiCl, and compare to the product structure as shown in the problem, what could be the type of the reaction that lead from the reactant (product of Step iii) to the product shown. Draw out the structure of pyridine, and determine what the possible function if for pyridine in this step? Draw out the reaction mechanism. Note: We did not talk about reaction in this step extensively in lecture (although I did mention it), but it is covered in every organic chemistry I courses. (5) What is the significance of this set of reaction? HO HO LOH (i) PhCHO, H+ (ii) NaH, PhCHBr (iii) TSOH, MeOH, HO (iv) PhBuSiCl, pyridine HO BnO- O3iPhBut dinador OMe