NEET2011ChemistryAlcohols Phenols and EthersActual
Consider the reactions (i) ( CH ₃ )₂ CH - CH ₂ Br C ₂ H ₅ OH ( CH ₃ )₂ CH - CH ₂ OC ₂ H ₅+ HBr (ii) ( CH ₃ )₂ CH - CH ₂ Br C ₂ H ₅ O ⁻ ( CH ₃ )₂ CH - CH ₂ OC ₂ H ₅+ Br ⁻ The mechanisms of reactions (i) and (ii) are respectively
Options
- AS _ N 1 and S _ N 2
- BS _ N 1 and S _ N 1
- CS _ N 2 and S _ N 2
- DS _ N 2 and S _ N 1
Correct answer
A. S _ N 1 and S _ N 2
Step-by-step solution
C ₂ H ₅ OH being a weaker nucleophile, when used as a solvent in case of hindered 1^ halide, favours S _ N 1 mechanism while C ₂ H ₅ O ⁻ being a strong nucleophile in this reaction favours S _ N 2 mechanism.