Revision exercises
№1
1. What is the name of the product obtained after 2-methylbutane bromination
reaction at exposure to UV light? Describe mechanism of the reaction.
2. Describe mechanism of the reaction between butene-1 with hydrobromide. What
is the type of this reaction?
3. Write the reaction equation for aniline (aminobenzene) bromination. Point out
orienting effect of amino group. What is easier to brominate – benzene or
aniline? Why? Note: Text me through wS app
+41
77
415
77
94
№2
1. Describe mechanism of 2-methylpropane chlorination reaction at exposure to UV
light.
2. Write the mechanisms of interaction reaction between butadiene-1,3 and
hydrobromide.
3. Write the reaction equation of nitration of benzoic taking into account orienting
influence of carboxyl group. What is easier to nitrate: benzene or benzoic acid?
Why?
№3
1. Write mechanism of the cyclohexane chlorination reaction. Write predominant
conformation of chlorocyclohexane.
2. Write the mechanism for HCl addition reaction to acrylic (propenoic) acid.
Explain why this addition takes place against Markovnikov’s rule.
3. Write the reaction equation for pyridine bromination taking into account
orienting influence of heteroatom. What is easier to brominate: benzene or
pyridine? Why?
№4
1. What is the name of the substance obtained at the toluene (methylbenzene)
chlorination at exposure to UV light? Describe the mechanism of the reaction.
2. Write the mechanism of the butendioic acid chlorination reaction.
3. Write the reaction equation for phenol nitration taking into account orienting
influence of hydroxyl. What is easier to nitrate: benzene or phenol? Why?
№5
1. Write the mechanism for propane bromination reaction. Explain where C-H-bond
is and why in this case attacking place of free radical is bond.
2. Describe the mechanism of the interaction reaction between propen and water.
What is the role of sulfuric acid in this process.
3. Write the reaction equation for benzaldehyde bromination. Compare this reaction
with benzene bromination reaction.
№6
1. Write the mechanism of the cyclopentane bromination reaction.
2. Describe the mechanism of interaction reaction between isoprene
(methylbutadiene) with 1 mol of bromine.
3. Write the reaction equation for toluene (methylbenzene) nitration taking into
account orienting influence of methyl group. Does CH3-group facilitate or
trouble nitration reaction?
№7
1. Write the reaction equation for cyclopropane bromination. Explain direction of
the reaction.
2. Justify Markovnikov’s rule at the example of 2-methylpropen hydrochlorination
reaction. Describe the mechanism of the reaction.
3. Write the reaction equation for pyrrol bromination. Point out orienting influence
of heteroatom.
