Which of the following substituent groups exerts both a negative inductive () effect and a positive β GOC and Organic Chemistry Basics Chemistry Question
Question
Which of the following substituent groups exerts both a negative inductive ($-I$) effect and a positive mesomeric ($+M$ or $+R$) effect simultaneously when attached to a benzene ring?
Answer: C
π‘ Solution & Explanation
Halogens like fluorine ($-F$) are highly electronegative, meaning they withdraw electron density through the $\sigma$ -bond network ($-I$ effect). However, they possess lone pairs of electrons in p-orbitals, which they can donate into the conjugated $\pi$ system of the aromatic ring, thereby exerting a $+M$ (or $+R$) effect. Groups like $-NO_2$, $-CHO$, and $-COOH$ exert $-M$ effects.
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