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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)`

A

2

B

4

C

5

D

6

Text Solution

Verified by Experts

The correct Answer is:
A

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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