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Q. Which o f the following cannot be made by using Williamson’s synthesis?

Alcohols Phenols and Ethers

Solution:

The two components should be $\left( CH _{3}\right)_{3} CONa + \left( CH _{3}\right)_{3} CBr$. However, tert-alkyl halides tend to undergo elimination reaction rather than substitution leading to the formation of an alkene, $Me _{2} C = CH _{2}$