Identify the product A and product B in the following set of reactions: CH3-CH=CH2 H2O, H+ Major product A CH3-CH=CH2…
Alcohols, Phenols & Ethers · Class 12 · JEE Main Previous Year Question
Identify the product A and product B in the following set of reactions:
Major product A
Major product B
- a
A = , B =
- b
A = , B =
- c✓
A = , B =
- d
A = , B =
A = , B =
Step 1: Acid-catalysed hydration (Markovnikov) → A
In acid-catalysed hydration of propene:
- adds to C1 (terminal, less substituted) forming the more stable secondary carbocation at C2.
- attacks C2.
- A = propan-2-ol (, isopropanol) — Markovnikov product ✓
Step 2: Hydroboration-oxidation (Anti-Markovnikov) → B
In hydroboration:
- adds B to the terminal C1 (less substituted, less hindered).
- oxidizes: -B is replaced by -OH at C1.
- B = propan-1-ol (, n-propanol) — Anti-Markovnikov product ✓
Key conceptual insight:
These two methods convert the same alkene to two different alcohol isomers:
- H+/H2O → secondary alcohol (Markovnikov)
- BH3/H2O2 → primary alcohol (anti-Markovnikov)
Key Points to Remember:
- Markovnikov hydration: -OH to more substituted C.
- Hydroboration-oxidation: -OH to less substituted C (anti-Markovnikov, syn addition).
- Both reactions are additions across the double bond but follow opposite regioselectivity.
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