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● AI TUTOR CHAT● Voice mode

Why are halogens ortho/para directors despite being deactivators?

Lone pairs on halogens donate into the ring through resonance, stabilizing the o/p Wheland intermediate. But their inductive electron-withdrawing effect lowers the overall reaction rate.

Cited from Lecture 12 §3.4

Show me the resonance structures.

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FLASHCARDSCard 7 / 24

● QuestionWhich functional group makes phenol an ortho/para director?Tap to flip · auto in 4s

● AnswerThe hydroxyl (-OH). Lone pairs on oxygen donate into the ring through resonance, stabilizing the ortho/para Wheland intermediate.Cited from Lecture 12 · §3.4

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QUIZ 02:14

Question 6 of 10 · Organic Chemistry

Halogens on a benzene ring are best described as:

ortho/para directing, activating

Bortho/para directing, deactivating

Cmeta directing, activating

Dmeta directing, deactivating

Why this answer?

Halogens are inductively electron-withdrawing (deactivating) but their lone pairs donate into the π-system, directing ortho/para. Lecture 12, §3.4.

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