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NAME:
SCH 4U ORGANIC CHEMISTRY TEST A
KNOW
COMM
INQ
MC
TOTAL
12
16
19
10
57
PART ONE: KNOWLEDGE (12 Marks)
MULTIPLE CHOICE (12 Marks)
Place the CAPITAL letter for the best answer to each question in the table provided below.
1
1.
2
3
4
5
6
7
8
Which of the following is an alcohol?
a. NaOH
d. CH3CH2OH
b. CH3NH2
e. CH3CHO
c. CH3CH2COOH
2.
How many actual double bonds does the benzene ring possess?
a. 4
d. 1
b. 3
e. 0
c. 2
3.
The compound above is classified as a(n)
a. alkane
b. carboxylic acid
c. aldehyde
4.
d. ketone
e. alkene
What results when a secondary alcohol is oxidized?
a. a ketone
d. an acid
b. an amine
e. no reaction
c. an aldehyde
9
10
11
12
5.
Which statement is incorrect concerning these two molecules with the same formula, C2H6O?
I.
a.
b.
c.
d.
II.
compound (II) will more likely be soluble in water than compound (I)
compound (I) will have a lower boiling point than compound (II)
hydrogen bonding will be the most likely for compound (II)
the two compounds are structural isomers
6.
In a chemistry lab test, you are asked to react a solution of bromine with each of the following
unknown liquids. Which one decolourizes the bromine solution (i.e. reacts)?
a. 2,3-dimethylbutane
c. cyclohexene
b. ethanoic acid
d. n-methylmethanamide
7.
Butane and fluorine gas would react by which of the following?
a. addition
c. substitution
b. combustion
d. single displacement
8.
a.
b.
Select the compound with the highest boiling point at standard pressure.
d
.
e.
c.
9.
a.
b.
c.
d.
e.
Which one of the following statements is incorrect?
a primary amine contains the amino group, NH2
a secondary amine has a nitrogen which makes three single bonds
a 3º amine will have a positive charge
a secondary amine can behave as a base
amines can undergo hydrogen bonding
10.
Amines will not react with which of the following?
a. alkyl halides
c. Ketones
b. carboxylic acids
d. hydrogen chloride
11.
Which compound is most likely to be a gas at room temperature?
a. propane
c. propanal
b. 2-chloropropane
d. propanone
12.
From the following list, select the two molecules that are isomers:
1. CH3CH2CH2CH2CH3
2. CH3CH2CH(CH3)2
3. CH3CH2CH2CH3
4. CH3CH2CH2-C(CH3)3
a. (1) and (2) only
b. (1) and (3) only
c. (1) and (4) only
d. (2) and (3) only
e. (2) and (4) only
PART TWO: COMMUNICATION (16 Marks)
1.
Draw the following organic compounds. (8 marks)
A)
CONDENSED DIAGRAM for isopropyl-2-pentyl peroxide
B)
STRUCTURAL DIAGRAM for N-phenylbutanamide
C)
LINE DIAGRAM for 2-chloro-3-fluoro-5-nitrohepta-cis-2-trans-4-diene-6-ol
D)
STRUCTURAL DIAGRAM for cyclohexanone
2.
Give IUPAC NAMES the following organic compounds. (8 marks)
A)
H
H C H
H
H
H C
C C
H
H H
H
C
O
C
H
H
C
O
H C H
H
C H
H
H
B)
CH3(CH2)5OCH2CH3
C)
N
D)
O
H
PART THREE: INQUIRY (19 Marks)
A.
ORGANIC REACTIONS (11 Marks)
Represent the following reactions using structural diagrams for ALL reactants and products. Include
names for all reactants and products and any reaction conditions.
1.
The formation of N,N-dimethylbutanamide. (4 marks)
2.
The addition of HCl to 2-methyl-2-hexene. (3 marks)
3.
The reaction between ethanol and 2-butanol. (4 marks)
B.
Lab Based Question (8 Marks)
You have been asked to determine the identity of an organic compound. You have determined that the
compound contains a carbonyl group and has the molecular formula C3H6O.
2.
What are the two possible structures and names of this compound? (2 marks)
3.
Outline a chemical test that you could do to determine which compound you have. Be sure to
include the reaction conditions, what you would expect to observe qualitatively from each of the
two possible compounds and the structural formulas and names of any reactants and products.(6
marks)
PART FOUR: MAKING CONNECTIONS (10 Marks)
1.
Using a paper clip an analogy, discuss what you think is a structural requirement for a molecule
to be part of a long polymer chain. (3 marks)
2.
Which type of polymer is more abundant in biological molecules. Give 2 examples of biological
polymers of this type. (3 marks)
3.
The term organic has many different meanings. Give two definitions of the term and explain the
validity of each. (4 marks)