Write the products of the following sequences

Chapter 18, Problem 18.63

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Write the products of the following sequences of reactions. Refer to your roadmaps to see how the combined reactions allow you to navigate between the different functional groups. Note that you will need both your old Chapters 611 roadmap and your new Chapters 1518 roadmap for these. (a) 1. BH3 2. H2O2 3. H2CrO4 4. SOCl2 5. Me An alkene 2NH (b) 1. Hg(OAc)2, H2O 2. NaBH4 3. PCC 4. HCN An alkene 5. HCl, H2O, heat 1. NBS 2. Mg, ether 5. H2CrO4 6. SOCl2 3. 4. HCl, H2O O 7. OH An alkene (d) 1. H2CrO4 2. SOCl2 3. (Me)2CuLi 4. H2O 5. Me2NH 6. NaBH3CN OH An alcohol (e) 1. O3 2. (CH3)2S 3. H2CrO4 4. EtOH, catalytic H2SO4 5. Excess 6. HCl, H2O MgBr An alkene

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