JEE Main & Advanced Chemistry GOC Question Bank Dipole moment, Resonance and reaction intermediates

  • question_answer Which of the following resonating structures of 1-methoxy-1, 3-butadiene is least stable [IIT Screening 2005]

    A) \[\overset{}{\mathop{C}}\,{{H}_{2}}-CH=CH-CH=\overset{\oplus }{\mathop{O}}\,-C{{H}_{3}}\]

    B) \[C{{H}_{2}}=C{{H}_{2}}-\overset{}{\mathop{C}}\,H-CH=\overset{\oplus }{\mathop{O}}\,-C{{H}_{3}}\]

    C) \[\overset{}{\mathop{C}}\,{{H}_{2}}-\overset{\oplus }{\mathop{C}}\,H-CH=CH-O-C{{H}_{3}}\]

    D) \[C{{H}_{2}}=CH-\overset{}{\mathop{C}}\,H-\overset{\oplus }{\mathop{C}}\,H-O-C{{H}_{3}}\]

    Correct Answer: C

    Solution :

    The octet of all atoms are complete in structures  and . In structure  electron deficiency of positively charged carbon is duly compensated by lone pair electrons of adjacent oxygen atom while such neighbour group support is not available in structure .

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