63.
Provide the reagents necessary to carry out the following conversion.
CCl3
Cl
64.
Provide the reagents necessary to carry out the following conversion.
NO2
O
65.
Provide the reagents necessary to prepare 1-bromo-3-isobutylbenzene benzene.
Topic: Synthesis
Section: 19.12
Difficulty Level: Medium
66.
Provide the structure of the major product when anisole is treated with the following
reagents:
1. Br2, FeBr3
2. HNO3, H2SO4
67.
Provide the reagents necessary to carry out the following conversion.
OH
68.
Predict the product for the following reaction.
Cl NO2
CH3ONa
69.
Predict the product for the following reaction.
Cl
O2N
NH3
70.
Predict the product for the following reaction.
Cl
NO2
NO2
O NH
71.
Predict the product(s) for the following reaction.
Cl
1. NaOH, heat
2. H3O+
72.
Predict the product(s) for the following reaction.
Cl
1. NaNH2, NH3
2. H3O+
73.
Predict the product for the following reaction.
Br
NO2
CH3NH2
74.
Provide the reagents necessary to carry out the following conversion.
75.
Provide the reagents necessary to carry out the following conversion.
OCH3
Br
Br
NO2
76.
Provide the reagents necessary to carry out the following conversion.
COH
Cl
NO2
O
77.
Provide the reagents necessary to carry out the following conversion.
OH
Br
Br
78.
Starting with benzene propose a stepwise synthesis for the following compound.
CH2CH2Br
O2N NO2
79.
Starting with benzene propose a stepwise synthesis for the following compound.
OH
SO3H
NO2
80.
Starting with benzene propose a stepwise synthesis for the following compound.
CH=CHCH2CN
Br
81.
Provide the structures of major resonance contributors when nitrobenzene reacts with an
electrophile in electrophilic aromatic substitution at the meta position.
82.
Draw the major resonance contributors for the intermediate that results when p-
nitrochlorobenzene is treated with NaOH.
83.
Predict the product and provide a stepwise curved arrow mechanism for the following
reaction.
Cl
NO2
CH3ONa