Single correct option
Ethyl tert-butyl ether is treated with one equivalent of cold, concentrated . The products are
- A. and
- B. and
- C. and
- D. and
Show answer and solution
Answer: (B) and
The ether oxygen is protonated first. With a tertiary alkyl group the C-O bond breaks through an path because the tertiary cation is stable; iodide then attacks it, giving and ethanol. With one equivalent of in the cold the ethanol is not converted further. Cleavage by at the ethyl carbon (giving ) occurs only when both groups are primary or methyl.
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