Solution: Write the products of the following sequences of

Chapter 10, Problem 10.51

(choose chapter or problem)

Write the products of the following sequences of reactions. Refer to your roadmap to see how the combined reactions allow you to navigate between the different functional groups. (a) OH 1. PBr3 2. 1 Equivalent of NaOEt An alcohol (b) 1. PBr3 2. NaN3 OH An alcohol (c) 1. H3PO4 2. OsO4 3. NaHSO3 OH An alcohol (d) 1. SOCl2 2. 1 Equivalent of NaOEt 3. Br2 4. 2 Equivalents NaNH2 in NH3 5. H2/Lindlar's catalyst OH An alcohol (e) 1. Br2 and light 2. 1 Equivalent of KOtBu 3. BH3 4. H2O2/NaOH 5. PCC An alkane

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