J & K CET Engineering J and K - CET Engineering 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 carbene

    C)  chlorine atoms

    D)  chlorine molecules

    Correct Answer: A

    Solution :

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


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