Download Sample Midterm 1B

NAME _______________________________________
Camosun College
CHEMISTRY 121- 004
Mid-Term Test 1, February
6th 2009 12.45
This test has two parts and has 12 pages.
PART I is a multiple choice section and is worth 20 marks. The answers for the
questions in this part must be coded on the optical sense form using a pencil
PART II consists of written answers and is worth 30 marks. Answer these questions on
this examination paper.
Hand in this entire test paper as well as your optical sense form (bubble sheet)
at the end of the examination period (75 minutes).
Marks for Written Answers
Question 1 [15]
Question 2a [1]
Question 2b [2]
Question 2c [2]
Question 3a [6]
Question 3b [3]
Question 3c [1]
TOTAL (/30)
Multiple Choice (/20)
Raw Score (/50)
TOTAL MARK (%)
1
1. The correct name systematic (IUPAC) for the compound below is:
CH3
CH3
CH
CH
CH2
CH3
CH3
A)
B)
C)
D)
E)
2-propylbutane
3,4-dimethylpentane
trans-2,3-dimethylpentane
2,3-dimethylpentane
2-ethyl-3-methylbutane
2. The correct systematic (IUPAC) name for the following molecule is:
CH3
CH3
CH
CH3
C
C
H
H
A) cis-2-methyl-3-pentene
B) trans-3-methyl-2-pentene
C) cis-isohexene
D) cis-4-methyl-2-pentene
E) cis-1,1-dimethyl-2-butene
3. The correct name for the compound below is:
H
CH3
C
C
CH3
A)
B)
C)
D)
E)
CH3
cis-2-methyl-2-butene
2-methyl-2-butene
trans-2-methyl-2-butene
2-pentene
3-methyl-2-butene
2
4. Vanillin (structure shown below) is responsible for the pleasant odour of vanilla beans.
Vanillin contains the following functional groups:
A. Alcohol, Ether, Ketone
OH
CH3
B. Alcohol, Ether, Carboxylic Acid
O
C. Aldehyde, Alcohol, Ether
D. Aldehyde, Ester, Alcohol
E. Ether, Ester, Aldehyde
C
H
O
Vanillin
5. Which of the following molecules exhibit(s) the property of chirality?
A.
C.
B. OH
CH3
H
C
CH2CH2CH2CH2Br
CH3CHCH3
F
D.
OH
E.
F
C
H
CH3CH2CH2CH2Br
CH3CH2CH2CHBr
6. Arrange the following molecules in order of INCREASING BOILING POINT
A. CH3CH2OH < CH3OCH3 < CH4 < HOCH2CH2CH2OH
B. CH4 < CH3OCH3 < CH3CH2OH < HOCH2CH2CH2OH
C. HOCH2CH2CH2OH < CH3CH2OH < CH3OCH3 < CH4
D. CH3OCH3 < CH4 < CH3CH2OH < HOCH2CH2CH2OH
E. CH4 < CH3CH2OH, < CH3OCH3 < HOCH2CH2CH2OH
3
7. Which one of the following compounds could form an AMIDE with methylamine
(CH3NH2) ?
OH
O
O
CH3CH2CH2CH2NH2
CH3COH
CH3CH2CH
A
B
C
CH3CH2
O
CH2CH3
D
E
8. In the following reaction, the missing reactant (represented by a question mark) is ?
H2SO4
+
?
NO2
A. HNO3
B. NH3
C. N2O
D. HNO4
E. NO
9. Which two organic reactants could be used to make the following product in one reaction?
O
?
+
C
CH3CH2O
?
CH3
CH2CHCH3
O
CH3CH2F
CH3CH
(i)
A)
B)
C)
D)
E)
CH3
CH2CCH3
O
O
CH3CH2OH
(iii)
(ii)
(i) and (v)
(ii) and (iii)
(iii) and (v)
(i) and (iv)
(iii) and (iv)
4
CH3CH
CH3
CH2COH
(iv)
CH3CH
CH3
CH2CH
(v)
10. To a close approximation, the bond angles marked a, b, c, in the molecule below are __________, ________, and ____________ respectively.
A) 109.5°, 109.5°, 109.5°
B) 120°, 109.5°, 120°
C) 109.5°, 109.5°, 120°
D) 90°, 180°, 90°
E) 109.5°, 109.5°, 90°
11. The molecule in question 10 above has _______sigma (σ) and ________ pi () bonds,
respectively?
A) 11 σ, 1 
B) 9 σ, 1
C) 8 σ, 2
D) 11 σ, 0
E) 9 σ, 0
12. Which of the following alcohols could be oxidized to a KETONE?
A
B
C
D
E
13. Which of the following polymers is formed by condensation polymerization
A.
B.
C.
D.
E.
Polyethylene
Polystyrene
PolyVinylChloride
Polyethyleneterephthalate (PET)
Polypropylene
5
14. Addition of orange bromine (Br2) solution to the following would result in a
COLOURLESS solution being formed?
A. 2,2 dimethyl Octane
B. Methanol
C. Dichloromethane
D. Cis, 2-4-dimethyl hexene
E. 2-ethyl 4-methyl pentane
15. The following structure represents part of a polyamide molecular chain from a type of
Nylon. One of the 2 monomers used to make this polymer is the diamine shown. The other
monomer that is used to make this nylon copolymer is:
H
H
O
O
H
H
O
O
N
CH2CH2CH2CH2CH2 N
C
CH2CH2 C
N
CH2CH2CH2CH2CH2 N
C
CH2CH2 C
A Nylon polymer segment
H2NCH2CH2CH2CH2CH2NH2
The diamine used
A. HOOC-CH2CH2-COOH
B. HOOC- CH2CH2CH2CH2CH2 –COOH
C. CH3CH2-COOH
D. OHC-CH2CH2-CHO
E. H2N-CH2CH2-COOH
16. Of the following Compounds, which is a structural isomer of Propanal,
Propanal
A
B
C
6
D
E
17. Which of the following does NOT contain a carbonyl group
A.
B.
C.
D.
E.
Ester
Carboxylic Acid
Amide
Ketone
Ether
18. Which of the following compound(s) could be oxidized to a carboxylic acid with a suitable
oxidizing agent such as potassium dichromate
(i)
A.
B.
C.
D.
E.
(ii)
(iii)
(iv)
(i)
(ii) and (iii)
(i) and (iii)
(ii) and (iv)
(iii) and (iv)
. 19. Five Processes used to modify the properties of polyethylene include:
i.
ii.
iii.
iv.
v.
Crosslinking
Extruding
Adding Plasticizer
Polymerizing low molecular weight highly branched chains
Polymerizing high molecular weight un-branched chains
Which of the above would lead to a polyethylene that is tough and stiff
A.
B.
C.
D.
E.
(i), (ii) and (iii)
(i), (ii) and (iv)
(iii) and (iv)
(i), (ii) and (v)
All of the above
7
20. Enantiomers are often commonly labelled R or S, according to priority sequence rules. For the
chiral molecule below, which of the given combinations would result in a R- Enantiomer
A.
B.
C.
D.
E.
Blue -CH3, Red -Br Yellow -Cl
Blue -Br Red -OH Yellow -CH3
Blue -Cl Red -OH Yellow -CH3
Blue -OH Red -CH3 Yellow -Br
Blue -CH3 Red -Cl Yellow -Br
8
1. (15 Marks) For each reaction below draw the structure of the missing reactant(s) or
product(s) molecule(s). A balanced equation is not required.
(a)
FeBr3
+ Br2
?
CH3
O
H3C
CH3
H3C
CH
(-H2O)
H2SO4
+
(c)
H3O
C
OH
+
?
(b)
+
CH3
O
C
O
?
H2O
CH3
o
500 C
(d)
+
?
H2
CH2CH3
(catalyst, e.g. Ni)
H
(e)
CH3
C
CH3
+
C
HBr
?
CH3
spark
(f)
+
(g)
O2
+ CH3NH2
?
→
?
HAlCl
2SO34
(h)
+
+ ?
?
CH22CH3
NO
9
+ H2O
2. a. (1 Mark) Butanol, C4H9OH, Diethyl Ether CH3CH2OCH2CH3 and Pentane C5H12 all
have similar molecular weights but Butanol has a much higher boiling point. What
property of butanol would explain this boiling point difference?
b. (2 Marks) Alcohols exhibit a small degree of acidity, butanol is a very weak acid,
however Phenol exhibits stronger acidity than butanol. Explain why Phenol is a stronger
acid than butanol.
Fatty acids are Carboxylic acids with long aliphatic chains connected to the acid group.
The structure of Elaidic acid and Linolenic acid are shown below. Both acids contain 18
Carbons in the long chain.
Elaidic Acid
α-Linolenic
acid
c. (2Marks) Which of these acids would you expect to have the higher melting point,
explain your reasoning.
10
3. a. (6 Marks) Draw Structures for the Following Hydrocarbons:
(i.)
2,3,4 tri-methyl octane
(ii.)
Cis 6-methyl- 2- heptene
(iii.)
3-propyl -1- hexyne
b. (3 Marks) You are told that a compound has the molecular formula C4H8O. Draw 3
possible Structural isomers for this compound.
11
c. (1 Mark) Cyclohexane adopts a chair conformation. If cyclohexane was di-substituted
with methyl groups which of the 2 structures shown below would be the most stable,
preferred structure?
CH3
CH3
CH3
CH3
END
12