Alcohols Phenols And Ethers Question 60

Question: In Williamson synthesis of mixed ether having a primary and a tertiary alkyl group if tertiary halide is used, then:

Options:

A) Rate of reaction will be slow due to slow cleavage of carbon-halogen bond.

B) Alkene will be the main product.

C) Simple ether will form instead of mixed ether.

D) Expected mixed ether will be formed.

Show Answer

Answer:

Correct Answer: B

Solution:

[b] The tertiary alkyl halide undergoes elimination reaction to give alkenes. $ CH_3-\underset{CH_3}{\overset{CH_3}{\mathop{\underset{|}{\overset{|}{\mathop{C}}}}}}-X+NaOC_2H_5\xrightarrow{{}}\underset{2-methylpropene}{\mathop{CH_3-\overset{CH_3}{\mathop{\overset{|}{\mathop{C}}}}=CH_2}} $