CEE Kerala Engineering CEE Kerala Engineering Solved Paper-2011

  • question_answer
    The hydroxyl compound that gives a precipitate immediately when treated with concentrated hydrochloric acid and anhydrous zinc chloride is

    A)  3-methyl-2-butanol

    B)  3-methyl-l-butanol

    C)  1-butanol

    D)  2-methyl-2-butanol

    E)  2, 3-dimethyl-l-butanol

    Correct Answer: D

    Solution :

    An equimolar mixture of cone.\[HCl\]and anhydrous\[ZnC{{l}_{2}}\]is called Lucas reagent. On treatement with Lucas reagent, tertiary alcohols gives precipitate immediately. This test is known as Lucas test. \[\underset{\begin{smallmatrix}  2-methyl-2-butanol \\  \,\,\,\,\,\,\,\,(3{}^\circ alcohol) \end{smallmatrix}}{\mathop{C{{H}_{3}}-\underset{\begin{smallmatrix}  | \\  C{{H}_{3}} \end{smallmatrix}}{\overset{\begin{smallmatrix}  OH \\  | \end{smallmatrix}}{\mathop{C}}}\,-C{{H}_{2}}-C{{H}_{3}}}}\,\xrightarrow[+anhy.\,ZnC{{l}_{2}}]{HCl}\] \[\underset{\begin{smallmatrix}  \,\,\,\,\,\,\,\,\,2-chloro-2-methylbutane \\  (Turbidity\text{ }appears\text{ }immediately) \end{smallmatrix}}{\mathop{C{{H}_{3}}-\underset{\begin{smallmatrix}  | \\  C{{H}_{3}} \end{smallmatrix}}{\overset{\begin{smallmatrix}  Cl \\  | \end{smallmatrix}}{\mathop{C}}}\,-C{{H}_{2}}-C{{H}_{3}}}}\,\]


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