Halogenated Benzene Reactivity Using resonance structures as part of your answer
ID: 634009 • Letter: H
Question
Halogenated Benzene Reactivity Using resonance structures as part of your answer: Explain why, despite its having the same resonance forms as phenol or aniline, Br is a ring deactivator. In your explanation include whether you feel Br s resonance or polar effect is stronger and why. Explain how this supports the fact that Br is a ring deactivator. Explain why, despite its having the same resonance forms as phenol or aniline, F is a ring deactivator. In your explanation include whether you feel F's resonance or polar effect is stronger and why. Explain how this supports the fact that F is a ring deactivator.Explanation / Answer
a) since chlorine contain lone pair due to which it is ortho para directing group for electrophilic aromatic substitution through resonance effect, but since its electronegative atom, therefore it pull electron density from aromatic ring via inductive effect (polar effect). the overall effect is that its polar effect will dominate over resonane effect, and it's ring deactivator. while in case of -NH2
group its resonance effect will dominate over polar effect & it is ring activator due to mesomeric effect.
b) same reson is also for question no.(b) since F is elecronegative group, its overall effect is that its polar effect will dominate over resonane effect, and it's ring deactivator. while in case of -NH2 group its resonance effect will dominate over polar effect & it is ring activator due to mesomeric effect.
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