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d.
Ortho , para -directing and ring-activating because of the unshared electron
pair on the nitrogen.
e.
Meta -directing and ring-deactivating because of the partial positive charge on
the carbon.
f.
Ortho , para -directing because of the lone pairs on bromine, but ring-
deactivating because of the electronegativity of Br.
g.
Ortho , para -directing and ring-activating because of the unshared electron
pairs on the oxygen.
4.38
See Sec. 4.11 for a discussion of the orienting influence of substituents.
a.
b.
Cl
OCH 3
(and ortho )
c.
d.
SO 3 H
Br
CH 3
(and ortho )
Br
(and ortho )
e.
f.
Cl
I
(and ortho )
g.
O
CH 3
h.
C
(and ortho )
CH 3
(and ortho )
4.39
The 2-methyl-2-butene can be protonated by sulfuric acid to make a tertiary
carbocation (an electrophile). The electrophile can be attacked from the ortho and
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