Alcohols Phenols And Ethers Question 251

Question: The alcohol that produces turbidity immediately with $ ZnCl_2+ $ conc. HCl at room temperature

[EAMCET 1997; MP PMT 1989, 99; IIT JEE 1981, 86; CBSE PMT 1989; CPMT 1989;MP PET 1997; JIPMER 1999]

Options:

A) 1-hydroxybutane

B) 2-hydroxybutane

C) 2-hydroxy-2-methylpropane

D) 1-hydroxy-2-methylpropane

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Answer:

Correct Answer: C

Solution:

$ {{(CH_3)}_3}C-OH+HCl\xrightarrow{Anhyd.\ ZnCl_2+HCl} $

$ {{(CH_3)}_3}C-Cl+H_2O $

$ 3^{o} $ reacts immediately $ {{(CH_3)}_3}CH-OH+HCl\xrightarrow{Anhyd.\ ZnCl_2+HCl} $

$ {{(CH_3)}_2}CH-Cl+H_2O $

$ 2^{o} $ reacts after 5 min. $ CH_3CH_2CH_2-OH+HCl\xrightarrow{Anhyd.\ ZnCl_2+HCl} $

$ CH_3CH_2CH_2-Cl+H_2O $

$ 1^{o} $ reacts only on heating.