NEET Chemistry Aldehydes, Ketones Question Bank Self Evaluation Test - Aldehydes, Ketons and Carboxylic Acids

  • question_answer
    Among the given compounds, the most susceptible to nucleophilic attack at the carbonyl group is

    A) \[MeCOCl\]      

    B) \[MeCHO\]

    C) \[MeCOOMe\]               

    D) \[MeCOOCOMe\]

    Correct Answer: A

    Solution :

    [a] More the magnitude of positive charge on the carbonyl carbon, higher will be its reactivity toward nucleophilic attack.  \[C{{H}_{3}}-\overset{O}{\mathop{\overset{||}{\mathop{C}}\,}}\,-Cl\,\,\,C{{H}_{3}}-\overset{O}{\mathop{\overset{||}{\mathop{C}}\,}}\,-H\text{ }\,\,C{{H}_{3}}-\overset{O}{\mathop{\overset{||}{\mathop{C}}\,}}\,-OCOC{{H}_{3}}\,\,\,\,C{{H}_{3}}-\overset{O}{\mathop{\overset{||}{\mathop{C}}\,}}\,-OC{{H}_{3}}\] Chlorine being more electron-withdrawing than O develops more positive charge on carbonyl carbon. The order of reactivity of the various carboxyl derivatives toward nucleophile is \[\underset{Most\text{ }reactive}{\mathop{RCOCl}}\,>RCHO>{{\left( RCO \right)}_{2}}O>\underset{Least\text{ }reactive}{\mathop{RCOOR}}\,\]


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