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How many of the following ethers CANNOT ...

How many of the following ethers CANNOT be prepared by Williamson's synthesis?
`CH_(3)OCH_(2)CH_(3),C_(6)H_(5)OCH_(3), (C_(6)H_(5))_2O, (CH_(3))_(3)COCH_(3),(C_(2)H_(5))_2O, (CH_(3))_(3)C-O- C(CH_3)_(3)`

Text Solution

Verified by Experts

The correct Answer is:
2
Williamson’s synthesis requires that the alkyl halide should be `1^@` and alkoxide ion may be `1^@, 2^@, or 3^@`. Thus, two ethers which cannot be prepared by williamson's synthesis are `(C_6H_5)_2O, (CH_3)_3COC(CH_3)_3.`
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