1.

How many of the following ethers cannot be prepared by Willismson's synthesis CH_(3)OCH_(2)CH_(3), C_(6)H_(5)OCH_(2)CH_(3),(C_(6)H_(5))_(2)O, (CH_(3))_(3)COCH_(3),(CH_(3))_(3)COCH_(2)CH_(3),(CH_(3))_(3)COC(CH_(3))_(3), (C_(2)H_(5))_(2)O,C_(6)H_(5)CH_(2)OC_(6)H_(5)

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Solution :Williamson's synthesis required 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_(6)H_(5))_(2)O, (CH_(3))_(3)COC(CH_(3))_(3)`.


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