Q.Name the following: Write the reaction to convert
a. propene to n-propyl alcohol b. propene to isopropyl alcohol

Step 1. Route a -- to n-propyl alcohol (primary). Section 15.2.4 states hydroboration-oxidation gives the ANTI-Markovnikov product; propene + diborane, (BH3)2, in THF forms tri-n-propylborane, which oxidation with alkaline H2O2 (H2O2/NaOH) converts to propan-1-ol (n-propyl alcohol) -- the only route in this chapter that reaches a primary alcohol from propene.

Step 2. Route b -- to isopropyl alcohol (secondary). The cold-concentrated-H2SO4-then-water route is Markovnikov-selective: propene + cold conc. H2SO4 gives isopropyl hydrogen sulfate, which dilution with water and heating hydrolyses to propan-2-ol (isopropyl alcohol). …

Matching each target alcohol's substitution pattern (primary vs secondary) to the correspondingly-selective addition method (anti-Markovn …

• Swapping the two methods (using H2SO4/water for the primary alcohol, or hydroboration-oxidation for the secondary one) -- each method has a fixed, opposite regiochemistry. …