1‑Chlorobutane is reacted with excess aqueous NaOH. Which compound is obtained as the major product?
Answer
1‑Butanol
The correct answer is 1‑Butanol — Step 4: The resulting product is 1‑butanol. This is the major product because SN2 is favoured for primary haloalkanes.
Step-by-step solution
- Step 1: The reaction proceeds via an SN2 mechanism as 1‑chlorobutane is a primary haloalkane.
- Step 2: The hydroxide ion attacks the electrophilic carbon from the backside, forming a transition state.
- Step 3: The C‑Cl bond breaks, leaving Cl⁻ as the leaving group.
- Step 4: The resulting product is 1‑butanol. This is the major product because SN2 is favoured for primary haloalkanes.
Common mistake: Confusing the product with an alkene due to misinterpreting a double bond formation
Concept tested: SN2 substitution of primary haloalkanes
Published · How this solution was prepared and checked
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