Exam Review Unit 1 - Organic Chemistry - SCH4U

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SCH4U Final Exam Review
UNIT 1 – Organic Chemistry
1. What is organic chemistry?
2. List 3 natural carbon containing compounds and 3 synthetic carbon containing compounds
3. Answer the following questions referring to the properties of most organic compounds:
a)
b)
c)
d)
e)
Type of bonding?
Polar?
High/low melting/boiling point?
High/low flammability?
Soluble in water?
4. Draw the structures of the following molecules
a) 2,2,4-trimethylhexane
b) 1,1-dichlorocycloheptane
d) 3-methyl-3-propyl pentanal
e) butoxy pentane
g) 2-methyl (N) butyl (N,N) dimethyl amine
c) 1,3-hexandiol
f) 4-phenyl non-1,7-diene
h) 2-chloro-2-fluoro-3,3-dimethylhexane
i) 1,3-diethyl-2-methylbenzene
l) 1,2-cyclohexandiol
o) 2,2,2-trifluoroethanoic acid
j) N,N-dimethylpropanamide
m) 4-ethoxy-2-methylhexane
p) methyl ethanoate
k) methylbenzene
n) 3,4-dibromobutan-2-one
q) diethylamine
5. Name the following molecules and state whether they are the identical, structural isomers, or different molecules.
6. Name and draw the 5 structural isomers of hexane
7. Name the following molecules and state the type of hydrocarbon and/or functional group (ex. alkene, ketone,
carboxylic acid, etc)
8.
Write the products for this complete combustion reaction and then balance the equation
H H H
H C C C H
H H H
+
O
2
?
9. Draw all possible products for this halogenation reaction (there are two) It will be helpful to first draw
the full structural formula of the alkane.
CH3CH2CH3 + Br2 (uv light)
?
10. Predict the product for each reaction below:
H
H
C
H
H
C
H
a)
C
C H
H
C
C
H
H
Pd
H2
CH2CH3
CH3
C
b)
+
H
+
C
CH3
I2
CH2CH2CH3
(Show major and minor products for the next reaction:)
Br
H
C
c)
CH3
+
C
HCl
H
(Show major and minor products for the next reaction:)
d)
CH3CH2CH2CH=CH2
+
H2 O
H+
11. Determine the starting compound (reactant) that would produce the following product:
Cl Cl
+
2 Cl2
CHCH
Cl Cl
12. Draw and label the major and minor products of this hydration reaction:
H+
CH2=CHCH3 + H2O
13. Draw and label the major and minor products of this dehydration reaction:
H+, heat
CH3CHCHCH3
CH3 OH
14. Show the product of each oxidation reaction (if possible):
OH
a)
[O]
CH3CHCH2CH3
CH3
b)
[O]
CH3CHCH2 OH
CH3
CH3CH2CH2CCH3
[O]
OH
c)
[O]
CH3CH2CH2CHCH3
OH
d)
e)
[O]
CH3CH2 OH
CH3
CH3C OH
[O]
CH3
f)
O
g)
H
C
CH2CH2CH3
OH
h)
CH3CHCH2CH3
[O]
[O]
O
i)
[O]
C CH
3
CH3
15. Show the product of each of the following oxidation reactions:
O
CH3CH2CH2
a)
C
[O]
H
O
H
b)
O
C
CH2CH2CH2
[O]
C H
16. Show the products of this neutralization reaction:
O
C
OH
+ NaOH
17. Show the products of the following esterification reaction:
CH3
CH3CCH2
O
C
CH3
OH
+
HO
H+, heat
CH2CHCH3
CH3
18. Draw the structures of the carboxylic acid and alcohol you would use to make this ester:
19. Show the two products of each hydrolysis reaction:
O
CH3O
C
H+, heat
CH2CH3
+
H2O
O
C
OCH3
+
H2O
NaOH,
heat
?
?
O
CH3CH2O
C
CH2CH2CH3
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