NEET2011ChemistryAlcohols Phenols and EthersActual
Find the product for CH ₃ CH ₂- O - CH ₂- CH ₂- O - CH ₂- C ₆ H ₅+ HI (excess)
Options
- AHO - CH ₂ CH ₂ OH , C ₆ H ₅ CH ₂- I , CH ₃ CH ₂- I
- BC ₆ H ₅ CH ₂- OH , CH ₃ CH ₂- I , I - CH ₂ CH ₂- OH
- CI - CH ₂ CH ₂- I , C ₆ H ₅ CH ₂- I , CH ₃ CH ₂- OH
- DHO - CH ₂ CH ₂- OH , C ₆ H ₅ CH ₂- I , CH ₃ CH ₂- OH
Correct answer
A. HO - CH ₂ CH ₂ OH , C ₆ H ₅ CH ₂- I , CH ₃ CH ₂- I
Step-by-step solution
Presence of excess of HI favours S_N 1 mechanism. So, formation of products is controlled by the stability of the carbocation resulting in the cleavage of C - O bond in protonated ether. Thus the product for given equation are C ₆ H ₅ CH ₂ I , CH ₃ CH ₂ I , HOCH H ₂- CH ₂ OH .