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Unformatted text preview: trophilic Aromatic Substitution
Electrophilic Rate and Regioselectivity in EAS
When considering reaction of benzene rings that already
have a substitutent there are two questions:
1) How does the substituent affect the rate of reaction?
2) How does the substituent affect the regioselectivity? Substituents and Rate of EAS
Consider the rate of nitration of these three compounds: Toluene reacts 20 times faster than benzene.
Trifluoromethyl benzene reacts 40,000 times slower than
benzene. Substituents and Rate of EAS
The rate of reaction is related to the electron density on the
benzene ring. The π-electron density is shown as red in the
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- Fall '08