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Identify a more favourable resonance structure from the following. Justify. .............OX−......................OX+............|.........................|X+X22+CHX3−CH=C−H↔ X−X22−CHX2−CH=C−H - Chemistry

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Question

Identify a more favourable resonance structure from the following. Justify.

\[\begin{array}{cc}
\phantom{.............}\ce{O-}\phantom{......................}\ce{O+}\\\phantom{............}|\phantom{.........................}|\\
\ce{^{+}CH3 - CH = C - H ↔ ^{-}CH2 - CH = C - H}
\end{array}\]

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Solution

\[\begin{array}{cc}
\phantom{.............}\ce{O-}\phantom{......................}\ce{O+}\\\phantom{............}|\phantom{.........................}|\\
\ce{^{+}CH3 - CH = C - H ↔ ^{-}CH2 - CH = C - H}
\end{array}\]

                    (I)                                     (II)

Both structures (I) and (II) involves the separation of opposite charges, but structure (I) has a positive charge on the more electropositive ‘C’ and a negative charge on more electronegative ‘O’. Thus, structure (I) will be a more favourable resonance structure.

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Chapter 14: Basic Principles of Organic Chemistry - Exercises [Page 230]

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Balbharati Chemistry [English] Standard 11 Maharashtra State Board
Chapter 14 Basic Principles of Organic Chemistry
Exercises | Q 1. E. b. | Page 230
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