4 Another method for preparing ethers by Sn substitution is

4. Another method for preparing ethers by Sn substitution is called the Williamson ether synthesis. In this method, an alkyl halide (which is acting as the substrate) is reacted with an alkoxide (which is the nucleophile). Which of the following is not a Williamson ether synthesis? O: OCH3 CH3Br+ phenol A. CH3 CH CH,CH2CI Tert-butyl alcohol B. CH3 CH3 CH3 CH3 CH3 H3C-C-CH2Br+ H3C-C neopentyl alcohol -CH2-O-C CH3 CH3 CH3 CH C. D. OCH2CH3 CH,CH2OK CH,CH,OH E. page 2

Solution

Option E is not an example of Williamson\'s ether synthesis Beca when bromine from that halide leaves it forms an unstable carbocation which is not possible.

And In Williamson\'s ether synthesis alkyl halide should be primary for the better yields.