J & K CET Medical J & K - CET Medical Solved Paper-2005

  • question_answer
    Reaction of phenol with chloroform/sodium hydroxide to give o-hydroxy benzaldehyde involves the formation of:

    A)  dichloro carbine

    B)  trichloro carbine

    C)  chlorine atoms

    D)  chlorine molecules

    Correct Answer: A

    Solution :

                    When phenol reacts with chloroform and \[NaOH\]to give o-hydroxy benzaldehyde or salicylaldehyde.     In     this     reaction dichlorocarbene\[({}_{\bullet }^{\bullet }CC{{l}_{2}})\]electrophile   is generated. This reaction is called as Reimer-Tiemann reaction. \[O{{H}^{-}}+CHC{{l}_{3}}\xrightarrow{{}}HOH+{}_{\bullet }^{\bullet }CC{{l}_{3}}\] \[{}_{\bullet }^{\bullet }CCl_{3}^{-}\xrightarrow{{}}C{{l}^{-}}+\underset{dichlorocarbene}{\mathop{{}_{\bullet }^{\bullet }CC{{l}_{2}}}}\,\]


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