CHEM 102
Organic Chemistry
Tutorial Three
1. Attempt the following before the tutorial session.
2. Bring your notes and textbook to the tutorial.
1. Show a detailed Free-Radical chain mechanism of monobromination of
ethane in the presence of light.
2. Give the mechanism for the electrophilic hydrohalogenation of 2-methyl-1butene using HCl. Indicate the major and minor product.
3. Indicate whether each of the following carbocations is 1o, 2o or 3o.
a)
+
b)
+
+
c)
4. What is the molecular formula and name of an alkyne with 10 carbon atoms?
5. Give the IUPAC names of the following compounds,
a)
b)
Br
c)
d)
1
6. Draw the bond line structural formulae of the following molecules
a) 3,3-dibromo-1-butyne
b) 6,6-dipropyl-4-nonyne
7. Give the structure of the major product in the following reaction,
2HBr
8. Outline all structural criteria that must be satisfied for a compound to be
aromatic.
9. Which of the following is aromatic?
d)
c)
a)
b)
e)
f)
g)
h)
i)
2
10. Give the IUPAC names of the following compounds.
Br
c)
b)
a)
Cl
Cl
d)
e)
f)
3
10. Provide the products for the following reactions
+
Br2
a)
+
Br2
+
Cl2
FeBr3
b)
FeCl3
c)
4