Oxford Fajar Sdn. Bhd.

(008974-T) 2013
QUESTION BANK
MULTIPLE-CHOICE QUESTIONS
CHAPTER 14
Introduction to Organic Chemistry
1 Give an IUPAC name for the following hydrocarbon: (CH
3
)
2
CHCH
2
CH(CH
3
)
2
.
A 1,1,1-trimethylbutane
B 2,4-dimethylpentane
C 2,2-dimethylpropane
D 1,1,2,2-tetramethylpropane
2 When 0.10 mol of a hydrocarbon X is burned in excess oxygen, 17.6 g of carbon dioxide
is produced. 0.10 mol of X reacts with 4.48 dm
3
(measured at s.t.p.) of hydrogen. X is
A CH
3
CH
2
CH
3
B CH
2
= CHCH = CH
2
C CH
3
CH = CH
2
D CH
2
= CHCH
2
CH
3
3 The example of free radical, nucleophile and electrophile respectively are
A H
2
O, H and H
+
B H
2
O, H
+
and H
C H
+
, H and H
2
O
D H, H
2
O and H
+
4 Which of the following statements about the compound 1-chloropropene is true?
A It has one chiral centre.
B It is miscible with water.
C It exhibits geometrical isomerism.
D It exhibits both geometrical and optical isomerism.
5 The structural formulae of three acids, X, Y and Z are shown below.
COOH COOH F
COOH COOH
X Y Z
Which sequence correctly shows an increase in acid strength?
A X, Y, Z
B Y, X, Z
C Z, Y, X
D X, Z, Y
AA Chem Ch14.indd 1 5/8/13 3:32 PM
2 ACE AHEAD Chemistry Third Term
Oxford Fajar Sdn. Bhd. (008974-T) 2013
STRUCTURED QUESTION
1 A compound Z containing carbon, hydrogen, and nitrogen only, was analysed. 0.1 g of the
compound Z on combustion gave 0.228 g carbon dioxide and 0.124 g water. On reduction
of the compound, all the nitrogen in Z was converted to ammonia. It was found that 0.1 g
of the compound Z produced ammonia equivalent to 17.2 cm
3
of 0.1 mol dm
-3
hydrochloric
acid when titrated.
(a) How many moles of carbon, hydrogen, and nitrogen are there in 0.1 g of the compound?
(b) Determine the empirical formula of the compound Z.
(c) The relative molecular mass of the compound was found to be 116. Determine the
molecular formula of Z.
(d) The compound Z dissolves readily in acid. Suggest a functional group in compound
Z.
ESSAY QUESTION
1 (a) Explain why ethanoic acid is soluble in water but benzoic acid is insoluble in water.
(b) (i) Which is more reactive, ethyne (C
2
H
2
) or nitrogen? Give an example to illustrate
your answer.
(ii) Explain your answer in terms of chemical bonding.
AA Chem Ch14.indd 2 5/8/13 3:32 PM
3 ACE AHEAD Chemistry Third Term
Oxford Fajar Sdn. Bhd. (008974-T) 2013
Answer
Mutiple-choice Questions
1 B 2 B 3 D 4 C 5 B
Structured Question
1 (a) 0.228 g CO
2
=
0.228
44.0
mol carbon = 5.18 10
3
mol atoms C
0.124 g H
2
O =
(2 0.124)
18.0
mol hydrogen = 1.38 10
2
mol atoms H
1 mol H
+
1 mol NH
3

No. of moles of NH
3
=
17.2 0.1
1000
mol NH
3

1.72 10
3
mol N atoms
(b) C
5.18 10
3
1.72 10
3
3
:
H
1.38 10
2
1.72 10
3
8
:
N
1.72 10
3
1.72 10
3
1
Empirical formula of Z is C
3
H
8
N.
(c) (C
3
H
8
N)n = 116
n = 2
Molecular formula of Z is C
6
H
16
N
2
.
(d) The compound has a basic functional group: NH
2
amino group
Essay Question
1 (a) The solubility of ethanoic acid, CH
3
COOH in water is due to the intermolecular hydrogen
bonding between COOH group in ethanoic acid and water molecules.
The solubility decreases rapidly when the number of carbon atoms increases.
Benzoic acid, C
6
H
5
COOH is insoluble in water due to the presence of large C
6
H
5
group which
is water insoluble.
(b) (i) Ethyne is more reactive than nitrogen. Ethyne is an unsaturated hydrocarbon and it will
react with hydrogen to form ethane at 140200 C using nickel catalyst.
H C C H(g) + 2H
2
(g)
Ni
C
2
H
6
(g)
Nitrogen will only react with hydrogen at high temperatures and pressures to form ammonia.
N
2
(g) + 3H
2
(g)
Fe
450 C, 250 atm
2NH
3
(g)
(ii) Both ethyne and nitrogen contain triple bonds (one s bond and two p bonds). The p bond
is weaker than the s bond.
When ethyne reacts with hydrogen, two p bonds are broken. But for nitrogen to react with
hydrogen, three bonds (one s bond and two p bonds) must be broken. Hence much more
energy is needed to break a stronger triple bond (N N) in the nitrogen molecule.
This causes nitrogen to be unreactive.
AA Chem Ch14.indd 3 5/8/13 3:32 PM