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All ortho–para directors, excludinghalogens, are activating groups. These groups donate electrons to the ring, making the ring carbons electron-rich. Consequently, the reactivity of the aromatic ring towards electrophilic substitution increases. For instance, the nitration of anisole is about 10,000 times faster than the nitration of benzene. The electron-donating effect of the methoxy group in anisole activates the ortho and para positions on the ring and stabilizes the corresponding intermediates through resonance effects via pi-donation. As a result, the energy of the transition state is lowered for ortho and para intermediates, leading to an accelerated reaction.

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Ortho para directing ActivatorsCH3OHNH2OCH3Electron donatingElectrophilic SubstitutionNitrationAnisoleBenzeneResonance StabilizationTransition State

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18.14 : ortho–para-Directing Activators: –CH3, –OH, –⁠NH2, –OCH3

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18.1 : 벤젠 유도체의 NMR 분광법

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18.2 : 벤질산 위치에서의 반응: 산화 및 환원

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18.3 : 벤질산 위치에서의 반응 : 할로겐화

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18.4 : 친전자성 방향족 대체: 개요

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18.5 : 친전자성 방향족 치환: 벤젠의 염소화 및 브롬화

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18.6 : 친전자성 방향족 치환: 벤젠의 불소화 및 요오드화

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18.7 : 친전자성 방향족 치환: 벤젠의 질화

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18.8 : 친전자성 방향족 치환: 벤젠의 설폰화

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18.9 : 친전자성 방향족 치환: Friedel–Crafts 벤젠의 알킬화

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18.10 : 친전자성 방향족 치환: Friedel–Crafts 벤젠의 아실화

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18.11 : Friedel-Crafts 반응의 한계

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18.12 : 치환의 지시 효과: ortho-para-directing groups

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18.13 : 치환의 지시 효과: 메타 지시 그룹

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18.15 : ortho-para-directing Deactivators: 할로겐

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