Which of the following resonating structures of 1-methoxy-1,3-butadiene () is generally considered t β GOC and Organic Chemistry Basics Chemistry Question
Question
Which of the following resonating structures of 1-methoxy-1,3-butadiene ($CH_2=CH-CH=CH-O-CH_3$) is generally considered the least stable?
Answer: C
π‘ Solution & Explanation
Structure C places a formal negative charge on the more electropositive carbon atom and a formal positive charge on the highly electronegative oxygen atom. Additionally, oxygen is strictly limited by the octet rule; expanding its valence to hold a positive charge while carbon is negatively charged is highly unstable.
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