Exercício de Química Sintética e Organica Mista (321)

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A-8. Outline a reasonable synthesis of the compound shown using anisole (C6H5OCH3) and any
necessary inorganic reagents.
PART B
B-1. Consider the following statements concerning the effect of a trifluoromethyl group, GCF3,
on an electrophilic aromatic substitution.
1. The CF3 group will activate the ring.
2. The CF3 group will deactivate the ring.
3. The CF3 group will be a meta director.
4. The CF3 group will be an ortho, para director.
Which of these statements are correct?
(a) 1, 3 (b) 1, 4 (c) 2, 3 (d ) 2, 4
B-2. Which of the following resonance structures is not a contributor to the cyclohexadienyl
cation intermediate in the nitration of benzene?
B-3. All the following groups are activating ortho, para directors when attached to a benzene ring
except
(a) GOCH3 (c) GCl
(b) (d ) GN(CH3)2
B-4. Rank the following in terms of increasing reactivity toward nitration with HNO3, H2SO4
(least A most):
(a) 1 	 2 	 3 (c) 3 	 1 	 2
(b) 2 	 1 	 3 (d ) 3 	 2 	 1
B-5. For the reaction
Br
NO2
?
1 2 3
Cl NHCH3
NHCCH3
O
H
H
H
(a) (c)
�
NO2 H
�
�
NO2
NO2
(b)
CH3O NO2
Br
316 REACTIONS OF ARENES: ELECTROPHILIC AROMATIC SUBSTITUTION
(d ) None of these (all are contributors)