SCH4U
Organic Review and Practice for Test 2
Name or draw the following compounds:
Chemical structure
1
IUPAC Name
Cl
H3C
CH2
CH CH3
CH3
2
CH2
H3C
CH
CH2
HC
CH3
CH2
CH3
3
Br
Br
H3C CH
CH2
Cl
CH
CH
C
CH3
Cl
CH3
4
2,4,4-trimethylhexane
5
2,3,7-trichloro-5-ethyloctane
6
Cl
Cl C CH2
Cl
Cl
Cl
C CH2
C CH3
Cl
Cl
7
8
2-bromo-4,4-dimethylhexane
Br
H3C CH2
C CH2
CH3
3-bromo-3-chloropentane
Cl
Cl
9
CH3
CH CH CH2 CH3
Cl
3-bromo-2-methylheptane
10
CH3
Cl
11
C C
H
Cl
(trans geometric isomer)
12
4,4-diamino-2,3,6-trichlorooctane
1
SCH4U
Cl Cl
13
CH3 C
C
CH CH3
Cl Cl Cl
CH3
14
H3C C
CH2
Br
Br
C
C
CH3
CH3
15
5-chloro-3-methyl-2-hexene
16
3,4-dichloro-6,6,7,7-tetramethyl-3-octene
Cl
17
H3C
C
C
C
CH3
Cl
18
HC
CH3
19
C
Br
Br
CH
CH
CH2 C C
CH2
CH3
CH CH2 CH3
NH2
Aromatic Hydrocarbons
Chemical structure
IUPAC Name
Cl
1,2,4-trichlorobenzene
1
Cl
Cl
2
Cl
Cl
OH
2,3,4,5-tetrachlorophenol
Cl
Cl
3
Cl
Br
2,3-dibromo-4-chloro-1-nitrobenzene
Br
NO2
2
SCH4U
4
Consider the following structure
representing a benzene molecule
substituted with a number of different
groups. (A, B, C, D, E and F
State whether the following pairs of
groups are ortho, meta or para to each
other.
a)
b)
c)
d)
e)
A
F
B
E
C
D
B&D
F&C
E&F
A&C
B&E
f) F & B
g) B & C
h) F & A
i) E & C
Isomers – Same Formula / Different Arrangement
1. Identify whether these pairs are identical, different or isomers?
a.
b.
H3C
CH2
OH
H3 C
CH2
H2C
H3C
CH
CH2
OH
CH2
CH2
CH2
c.
d.
O
O
H3C
C
H
H
H3C
CH2
NH2
C
CH3
H
H3C
N
CH3
O
O
e.
H3 C
CH2
C
O
H
H
O
C
O
f.
H
CH2
CH3
O
H
O
C
O
CH2
CH3
H3 C
CH2
C
O
O
g.
H
h.
C O
CH2
CH2
OH
HO
CH2
O
C
O
H3C C CH2CH3
H3C CH2
O
i.
H3C
CH2
NH
C
Identical
C CH3
O
CH3
H3C CH2
OH
C
NH2
Isomers
(C3H7NO)
3
SCH4U
Alcohols, Aldehydes, Ketones and Carboxylic Acids
Name or draw the following compounds:
Chemical structure
1
H3C
Cl
Cl
C
CH
CH
Cl
2
CH3
OH
Cl
H3C
IUPAC Name
H2 C
CH2
CH2
C
CH2
CH3
CH
OH
Cl
2,2-diamino propanol
3
H
4
H3C
CH
CH
Cl
Cl
CH2
C
O
5
6
2,4-dimethylpentanal
H3C
CH2
CH2
C
CH2
CH3
O
CH3
7
CH3 C
Cl
8
H3 C
CH2
CH2
C
O
H
COOH
9
ethanoic acid (aka acetic acid)
10
methanoic acid (aka formic acid)
COOH
11
H3C CH2
CH
CH
CH2
CH3
CH3
12
cis-4,5-dichloro-4-heptenoic acid
4
SCH4U
For each of the following, name the functional group and state the type of
organic compound. Finally, name the compound.
O
1
H3C
C
H
O
2
3
H3C
C
H2C
CH2
OH
CH3
OH
4
H3C
C
CH2
CH3
O
H
5
C
CH2
CH3
O
CH3
6
H3 C
C
O
Types of organic reactions
1. Identify the type of organic reaction represented by each of the following equations:
a.
H
H
H
C
C
H
H
H
+
H
H
C
C
H
H
heat
Br
Br
H
Br
+
HBr
b.
H
H
H
C
C
H
H
+
C
H2O
H
H
H
H
H
C
C
C
H
OH
H
H
c.
Cl
H3C
C
CH
+ 2HCl
H3C
C
CH3
Cl
5
SCH4U
H
d.
H
C
H
H
H
C
Br
C
C
H
C
C
H
H
+
H
Br
H
C
H
C
H
C
C
H
C
H
Br
H
C
H
H
H
e.
Br
H
H
OH
CH2
CH2 HC
conc. H2SO4
H2C
H2C
CH2
CH2
CH
CH
CH2
CH2
CH2
f.
H
H
C
H
K2Cr2O7
C
H
C
H
H
g.
H
O
H
H
H
C
C
C
H
H
H
O
C
OH
H
H
+
2 Cl

Cl
H
H
Cl
Cl
C
C
C
H
H
H
H
+
2
HCl
2. Write the equation for the addition reaction involving propene and bromine.
3. Complete the following equations by writing the structures of the products that form.
If no reaction occurs, write “no reaction”.
a.
H3C
CH
H3C
CH
+ HO
CH2
2

acid catalyst
b.
CH
CH3

+
H2O
acid catalyst
c.
Br
+
Br2
(3 possible products but ortho isomer is favoured)
d
H3C
CH2 CH2 CH3
+ HO
2
6
SCH4U
e.
OH
conc. H2SO4
+
f.
H2O
O
C
H3C
+
CH3
K2Cr2O7
g.
CH2
H3C
O
CH
+
K2Cr2O7
+
H2SO4
h.
CH
H3C
CH3
+H
, pressure
2
CH
Pt catalyst
4. a) Write the equation for the complete oxidation (combustion) of 2-butanol.
b) Write the equation for the mild oxidation of 2-butanol with KMnO4.
5. Write the equation for the addition of hydrochloric acid to ethene. What is the name
of the product formed?
6. Predict the product formed when HCl is reacted with each of the following
compounds. Use Markovnikov’s Rule to predict the product.
a.
H3C
CH
H3C
CH3
C
b.
H3C
c.
H3C
CH2
C
H
C
CH
7. Describe a chemical test that could be carried out to distinguish between hexane and
hexene.
8. Write the equation for the substitution reaction involving one molecule of each of
ethane and bromine.
7
SCH4U
9. What is the structure of the missing organic reactant in each of the following:
+
, pressure
H2
Pt Catalyst
10. Write the name, structure and functional group of the compound that forms when the
following aldehyde is oxidized:
CH2
H3C
O
CH
11. Which of these two compounds is easily oxidized by KMnO4? Write the structure of
the organic product of the oxidation.
O
H3C
a.
CH3
O
H3C
b.
CH2
C
H
c.
12. What are the products of the mild oxidation of
a. 1-propanol 
b. 2-propanol 
Organic Compounds and Functional groups
1. Name the type of organic compound each of the following would be classified as:
a. Propanol
b. Aminoethane
c. Butanone
d. Methoxymethane
e. Ethanal
O
H
H
H
H
f.
O
C
C
H
h H C C
H
C
C
.
H
H
H
H
.
H
.
g.
H
H
H
C
C
H
H
O
H
i
C
OH
H
C
H
O
H
H
C
C
H
H
H
8
SCH4U
2. Write the name for each of the following:
H
a.
H
C
C
H
H
H
b.
H
f.
O
H
O
H
H
C
C
C
C
H
H
H
g.
H
h.
H
H
OH
H
H
C
C
C
H
H
H
H
e.
H
C
O
H
C
H
H
N
H
O
C C
H
d.
C
H
C
H H
C
H
H
H H
H
O
c.
H
i.
H
H
C
C
C
C
H
H
H
H
j.
H
H
C
H
H
H
H
C
C
C
C
H
H
H
H
H
H
C
H
N
H
H
H
H
H
H
H
H
H
C
C
C
H
H
H
H
H
H
C
C
C
H
H
H
H
OH
H
O
C
OH
3. Name the type of organic compound each of the following would be classified as:
O
a.
g.
H3C
CH2
C
O
CH2
h.
O
H3C CH2
CH2
CH2
C
H
O
CH3
b.
c.
H3C
C
H3C
CH3
i.
OH
O
d.
H3C
C
C
CH3
e.
H3C
CH2
O
CH2
CH3
j.
H
l.
H2C
C
CH
OH
carboxylic acid
CH2
CH3
9
SCH4U
a) CH3 O CH3
4. Name the following structures:
b) CH3CH2CH2CH2CH2OH
a.
b.
c.
d.
e.
f.
CH3CHCH2CHCH2CH2CH2CH3
c) CH3CH2CH2CH2NH2
d)
OH
f)
CH3
O
CH3 CH2 C
g) CH3 CH CH3
H
O CH3
e) CH3CH2CH3
O
h)
OH
CH3CH2CH2 O C CH3
5. Name and classify each organic compound:
O
a.
O
k.
H3C C
CH2 CH2 CH3
HO
CH3
b.
c.
H3C
CH2
H3C
O
CH
C
CH2
C
CH2
CH3
l.
CH3
CH3
O
o.
CH3
H3C
CH
C
CH
CH3
CH3
d.
HO
2
C
p.
H3C
CH2
CH3
CH3
CH2
CH2
COOH
carboxylic acid (pentanoic acid)
CH3
CH3
O
g.
H
OH
q.
C
CH2
H3C CH2
CH3
O
h.
H3C
CH2
H3C
O
CH2
O
i.
C
CH2
C
CH2
H3C CH2
s.
CH
CH3
O
r.
H
CH2
H3C
O
CH2
C
CH3
OH
CH3
10