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Organic Chemistry II: Directing Groups for Aromatic Systems

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2016-03-26 21:22:04
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In an Organic Chemistry II class you often add groups to aromatic systems. If you’re wondering where the substitution will take place, check out this table for some guidelines. When using this table, remember two things:

  • O-p-directors always beat m-directors.

  • Strong activators always beat weak activators.

Classification of Various Aromatic Substituents
Ortho-Para-Directors
Very Strong Activators -NH2, -NHR, -NR2, -OH, -O
Moderate Activators -OR, -NH-CO-R, -O-CO-R
Weak Activators -R, -C6H5
Mild Deactivators -F, -Cl, -Br, -I
Meta-Directors
Very Strong Deactivators -N+R3, -NO2, -CN, -CCl3, -CF3
Moderate to Mild Deactivators -CN, -SO3H, -CO-R, -COOH, -COOR, -CONH2, -N+H3

About This Article

This article is from the book: 

About the book author:

John T. Moore, EdD, is Regents Professor of Chemistry Emeritus and Coordinator of STEM Activities at Stephen F. Austin State University. He is the author of Chemistry For Dummies and coauthor of Biochemistry For Dummies.

Richard H. Langley, PhD, is on the faculty of Stephen F. Austin State University in Nacogdoches,Texas, where he teaches chemistry.