Soluções para Reações de Compostos Aromáticos

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Solutions for Reactions of Aromatic Compounds
H
H
Cl
Cl CH
H
H
AlCl4– C H
H
H
HC
H
C
H
H
+ AlCl3(a)
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CH3
OCH3
CH3 Cl
Cl
OCH3
CH
CH3
H
CH3 Cl AlCl3
H
CH3
HC
OCH3
OCH3
C
OCH3
CH3
H H
CH3
OCH3
Para isomer is
also formed by
similar mechanism.
+ AlCl3
(b) Multiple alkylation can also occur.
CH3 C
CH3
CH3
CHCH3
Cl
C
CH(CH3)2
CH3
CH3
C CHCH3
CH3
CH3
CH3
AlCl3
Cl
C CHCH3
CH3
CH3
CH3
CH
CCH3
CH3
CH(CH3)2
H
AlCl4–
H
C CH(CH3)2
CH3
CH3
C
CH3 C
CH3
CHCH3
CH3
HC
CCH3
CH3
CH(CH3)2
H
2°
3°(c) methyl
shift
+
Only a small amount of the ortho isomer might be produced, as steric 
interactions will discourage this approach path of the electrophile.
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