Alcohols Phenols And Ethers Question 201

Question: The alcohol which easily reacts with conc. HCl is

[MP PMT 1985]

Options:

A) $ CH_3-CHOH-CH_2-CH_3 $

B) $ {{(CH_3)}_3}-C-OH $

C) $ CH_3-CH_2-CH_2-CH_2-OH $

D) $ {{(CH_3)}_3}-CH-CH_2OH $

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Answer:

Correct Answer: B

Solution:

Tertiary alcohol readily reacts with halogen acid $ CH_3\to \underset{\underset{CH_3}{\mathop{\uparrow }}}{\mathop{\overset{\overset{CH_3}{\mathop{\downarrow }}}{\mathop{C-OH}}}}\to CH_3-\underset{\underset{CH_3}{\mathop{|}}}{\mathop{\overset{\overset{CH_3}{\mathop{|}}}{\mathop{{C^{+}}+O{H^{-}}}}}} $ Presence of 3 alkyl group increases electron density on $ 3^{o} $ carbon atom. Hence $ -OH $ group is easily removed. After the removal of $ -OH $ group $ 3^{o} $ carbonium ion is formed which is most stable