Question

Why is the answer D here and not A? (synthesis problem with propene)

The product is 1-isoproxypropane, so isn't BH3/NAOH needed (answer A) because it adds anti-markinikov on propene? The answer is D, but doesn't H2SO4/H2O add markinov on propene, making the product 2-isopropoxypropane instead?

10. What sequence of reactions could best be used to prepare 1-isopropoxypropane from propene (i.e.1-propene) in good yield? 10. What sequence of reactions could best be used to prepare 1-isopropoxypropane from propene (i.e. 1-propene) in good yield? a BH 2. NaOHH202 3. Na 4. 2-bromopropane b. 1. Hg(OAch, H20 2. NaBH4 3. Na 4. 2-propoxy (CH3)2CHO c. 1. ④l. 2-propanol / H2 04 H2SO4/H2O 2, Na 3.1-bromopropane e. 1. Br2/peroxide 2. 2-methylpropanol/ H2SO4

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