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NEET2019ChemistryAlcohols Phenols and EthersActual

For the following reactions : which of the following is correct?

Options

  1. AA and B both are ( CH ₃ )₃ C - OCH ₂- CH ₃ .
  2. BA and B both are ( CH ₃ )₂ C = CH ₂ .
  3. CA is ( CH ₃ )₃ C - OCH ₂ CH ₃ and B is ( CH ₃ )₂ C = CH ₂ .
  4. DA is ( CH ₃ )₂ C = CH ₂ and B is ( CH ₃ )₃ C - OCH ₂ CH ₃ .

Correct answer

C. A is ( CH ₃ )₃ C - OCH ₂ CH ₃ and B is ( CH ₃ )₂ C = CH ₂ .

Step-by-step solution

With strong bases like CH ₃ CH ₂ O ⁻ , tert-butyl bromide undergoes elimination to form ( CH ₃ )₂ C = CH ₂ but with weak nucleophiles such as CH ₃ CH ₂ OH substitution occurs to afford tert-butyl ethyl ether i.e., ( CH ₃ )₃ C - O - CH ₂ CH ₃ .

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