Directing Group Effect in Armatic SuBST - Edubirdie

University:
York University
Course:
CHEM 2021 | Introductory Organic Chemistry II
Academic year:

2023
Views:

472

Pages:

2
Author:

Niklas

Directing Group Effect in Aromatic Subst. Toluene CH3 | Br | FeBr3 Para CH3 | Br Meta CH3 | Br Ortho OH | FeBr3 Para OH | Br Meta OH | Br Ortho OH | Br Para OH | Br EDG = e- donating group → ortho & para position only! Strongest EDGs: -NH2 > -OH > -OR > -NH-R > -R > halogen EWG = e- withdrawing group → meta directors -NO2, -CF3, -CN, -SO3H, -CHO, -COR, -N(O)2 Examples: OH: ortho/para director -NH-R: ortho/para director NO2: meta director Reactions: NO2 group: Ortho/para attack leads to a less stable resonance structure, making it less favorable. Meta attack leads to a more stable resonance structure, making it the preferred position.

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