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TESTCODE02212010.

MAY/JUNE 2013
CARIBBEAN EXAMINATIONS COUNCIL
CARIBBEAN ADVANCED PROFICIENCY EXAMINATION
r! CHEMISTRY - UNIT 2

Paper 01
1 hour 30 minutes

( 11 JUNE 2013 (p.m.) )

READ THE FOLLOWING INSTRUCTIONS CAREFULLY.

I. This test consists of 45 items. You will have I hour and 30 minutes to answer them.
2. In addition to this test booklet, you should have an answer sheet and a Data Booklet.
3. Each item in this test has four suggested answers lettered (A), (B), (C), (D). Read each item you
are about to answer and decide which choice is best.
4. On your answer sheet, find the number which corresponds to your item and shade the space having
the same letter as the answer you have chosen. Look at the sample item below.
Sample Item

Which of the following transitions requires the HIGHEST energy in an organic compound?

(A) n to cr Sample Answer

(B) n ton
(C)
(D)
n to n
cr to a
@
The best answer to this item is "cr to cr", so answer space (D) has been shaded.

5. If you want to change your answer, erase it completely and fill in your new choice.
6. When you are told to begin, tum the page and work as quickly and as carefully as you can. If
you cannot answer an item, go on to the next one. You may return to this item later. Your score
will be the total number of correct answers.
1: You may do any rough work in this booklet.

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8. Figures are not necessarily drawn to scale.

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9. You may use a silent, non-programmable calculator to answer items.

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DO NOT TURN THIS PAGE UNTIL YOU ARE TOLD TO DO SO.

Copyright 20 I 0 Caribbean Examinations Council

All ripu retVed.
 -2-

~ refers to the following diagram. s. 'Which of the following compounds is hydro-

lysed by water? .
"'r-NH 2
(A) C,H,OH
CH3

1. Based on the IUPAC rules, the name of the (8)

compound above is
(C) C6 H,CH,CI
(A) I -phenylpropan-2-amine
(B) l-benzylpropan-1-amine (D) ---<Q>-CH,CI
.(C) I -phenylbutan-2-amine
(D) 1-phenylbutan-1-amine Item 6 refers to the following information.

A substance reacts with

l. A hydrocarbon contains 87.8% carbon and
12.2% hydrogen by mass. Its empirical I. NaOH to fonn an ionic product
fonnula is II. PCI,, giving off HCI
Ill. H, in the presence of a nickel
(A) CH catalyst
(B) CH, IV. ethanol to produce an organic
(C) C,H, compound and water
(D) C,H,
6. The substance with the properties above
could be
3. An electrophile has
0
(A) a positive charge (A) II
(B) a negative charge CH,-C-H
(C) a non-bonding electron
(D) an oxygen or nitrogen atom 0
(ll) II
CH,-C-OH
4. Which of the following tenns does NOT 0
describe a nucleophile? (C) II
CH, =CH-C-OH
(A) Lewis acid
(8) Lewis base
(C) Species with a lone pair (D) CH,= CH -CH 2 -0H
(D) Electron donor

(',()ON TOTHF. NF.XT PA.OF

.
 -3-
CH 3
7. Methylbenzene, tbi , can react to 9. A compound, X, reacts with

I. 2, 4-dinitrophenylhydrazine

+
CH 3
(DNPH) to give an orange
precipitate
produce IL Tollen's reagent to give a silver
mirror
Cl Ill. aqueous alkaline iodine to give
yellow crystals.
Which of the following reagents and
conditions are MOST suitable for the Compound X is MOST likely
reaction?
(A) CH3
(A) Chlorine with AICl 3
(B) Chlorine in the dark
(C) Chlorine with UV light @-CHO
(D) Concentrated HCI heated under
reflux CH2 COCH 3
(B)

8. Diazonium salts are useful in the synthesis @-oa

of aromatic oompounds. Which of the
compounds below can be prepared from a
diazonium salt? (C) ce,

r-CH(OH)CH 3
COOH
(A)
(D) CH2 COCH 3

~,NH 2 @-cao
(B)

N )!)
(C) " ~ N 10. Which of the following compounds wilf
NOT decolourize bromine water but will
(D) ~,OH decolourize potassium manganate(Vll) on
warming?

(A) Butane
(B) Ethanol
(C) Ethene
(D) Ethanoic acid

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11. Which of the following pairs of compounds are optical isomers?

CH, CH3
I I
(A) CH1 -C-OH HO-C-CH3
I I
CH, CH,

H H
I I
(B) C,H,-C-OH HO-C-C,H,
I I
CH3 CH,

H. H H H H H H H
I I I I I I I I
(C) H-C-C-C-C-OH HO-C-C-C-C-H
I I I I I I I I
H H H H H H H H

CH1 H H CH,
I I I I
(D) H-C-C-OH HO-C-C-CH,
I I I I
CH3 H H CH,

12. The complete reaction of phenol with aqueous bromine is characterised by a

(A) brown precipitate, a brown solution and a sweet smell

(B) brown precipitate, a colourless solution and a swec;t smell
(C) white precipitate, a colourless solution and an antiseptic smell
(D) white precipitate, a brown solution and an antiseptic smell

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l
l

I
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13. Which of the options below, (A), (B), (C) and (D), is correct for the properties shown by the
following structures?

OH

0
I
0 n-c-a
I
H

(A) Negative inductive Positive inductive Conjugative

effect effect effect

(B) Conjugative Negptive inductive Positive inductive

effect effect effect

(C)
. Negative inductive
effect
Conjugative
effect
Positive inductive
effect

(D) Positive inductive Conjugative Negative inductive

effect effect effect

14. Which of the following statements is NOT 16. Which of the following factors will NOT
true about condensation polymerization? affect the accuracy of the results in a
titrimetric analysis?
(A) The molecular mass of the polymer
is a multiple of the combined (/\) Purity of reagents
masses ofits monomers. (B) Adding.excess water to the conical
(B) The polymer can be hydrolysed to flask
form its monomers. (C) Blowing the reagent out of the
(C) The polymer has physical and pipette tip
chemical properties that differ (D) Overshooting the calibration mark
from the monomer units. of the volumetric flask
(D) Small molecules are eliminated
during the condensation process.
17. Which of the following instruments is NOT
used in titrimetry?
15. The product formed by the polymerisation
of propene, C3 H6, may be used as a (A) Barometer
(B) Thermometer
(A) fuel (C) Potentiometer
(B) liquid (D) Conductivity meter
(C) disinfectant
(D) plastic material

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l-l'
=
'r
;-_-

.-
 -6-

18. Which of the following graphs illustrates the titration of dilute sulfuric acid with potassium
hydroxide solution?

(A) 14 (B) 14
pH pH
7

Vol ofH, SO, Vol ofH 2 SO,

14 (D) 14
(C)
pH pH
7 7

Vol ofJI,804 Vol ofH2 S04

Items 19=20 refer to the following information.

A student carries out the gravimetric analysis of a soil sample taken from an area surrounding a
garage. The soil sample is found to be contaminated with Pb' ions. I 00 cm' of a solution obtained
from the sample when mixed with 25 cm' ofO. I 00 mol dm-' HCI yields 0.010 g of lead chloride.
[The relative formula mass of lead chloride is 278.2.J

19. The balanced equation for the reaction between lead ions and hydrochloric acid is

(A) Pb (s) + 2HCI (aq)-+ PbCl 2 (s) + H, (g)

(B) 2Pb (s) + 2HCI (aq) -+ 2PbCl (s) + H, (g)
(C) Pb,. (aq) + 2HCl (aq)-+ PbCl2 (aq) + 2W (aq)
(D) Pb2 (aq) + 2HCI (aq)-+ PbCI, (s) + 2H' (aq)

20. What is the concentration of Pb' in the original solution?

(A) 3.60 >< I 0-' mol dm-3

(B) 3.60 x Hr' mol dm-'
(C) 5.40 >< IO_. mol dm-'
(D) 7.20 x JO-' mol dm-'

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21. The complex ion [FeSCNJ2 has a molar 23. The structural features which cause
absorptivity(E)of 7.0x IO'dm'mol- 1 cm- 1 . absorption in the. UV NIS region of the
electromagnetic spectrum ar~ known as
The concentration of its solution, which
gives an absorbance of 4.2 when measured (A) er bonds
in a 2-cm cell, is (B) chromophores
(C) isolated 1t bonds
(A) 3 x 10-3 mol dm-3 (D) lone pairs of electrons
(B) 6 x I 0-3 mol dm-3
(C) 3 x lQ-4 mol dm-3
(D) 6 x 1Q-4 mol dm' Item 24 refers to the diagram below
which represents the structure of a water
molecule.
22. Which of the following regions of the
0-+
electromagnetic spectrum BEST matches
the wavelength ranges of P, Q and R?
H /" H
Frequency CH2)
10"
"' ~
24. Which of the following vibrations may be
exhibited by the molecule?
p Q R
(A) Bending only
p R (B) Bending and stretching
Q
(C) Symmetrical stretching only
(A) UV IR radio (D) Asymmetrical stretching only
(B) IR UV radio
(C) IR UV x-rays
(D) UV IR x-rays

25.

(A)o '"'O (C)o

Which of the following alkenes has the wavelength of maximum absorption, A,."' ?

(D)o~

~ #

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26. A mixture of gases containing methanol, 30. Which of the following statements about
ethanol, propan-1-ol and propan-2-ol, was partition coefficient would be true?
obtained from a refinery. What method can
be used to separate these gases for analysis? I. It does not vary with temperature.
II. The solute has to be in the same
(A) Mass spectroscopy molecular state in both solvents for
(B) IR spectroscopy it to be a constant.
(C) Gas-liquid chromatography Ill. The two solutions have to be
(D) High pressure liquid chroma- concentrated for it to be a constant.
tography (A) I only
(B) II only
(C) I and II only
27. Which of the following compounds do (D) I, II and HI
NOT absorb infrared radiation?

I. H20and HI 31. Sulfur contaminated coal is usually mixed

II. H, and Cl, with calcium carbonate at high temperatures to
Ill. N, and Br2 reduce SO, emissions. Which reaction(s) will
be important in helping to reduce atmospheric
(A) . I and II only pollution?
(B) I an<l lll only
(C) II and Ill only I. CaCO, +so, - Caso,+ co,
(D) I, II and III n. 2caco,+2so,+o,-2easo,+co,
Ill. Cao + CO - CaCO,
28. Which of the following species is NOT
(A) I only
a significant fragment from the mass
(B) I and II only
spectrum of ethanol?
(C) II and Ill only
(D) I, II and lll
(A) OH'
(B) CH,
(C) C,H," 32. Which of the following is represented by
(D) C,H,OH" C, - C, hydrocar.bons?

(A) Diesel oil

29. Which of the following entities is NOT a (B) Gasoline
visualising agent in chromatography? (C) Kerosine
(D) Refinery gas
(A) Cellulose
(B) Iodine
33. Which of the following may be a result of
(C) Ninhydrin
light-induced reaction of pollutants in the air?
(D) Ultraviolet light
I. Global warming
II. Photochemical smog
Ill. Greenhouse effect

(A) I only
(8) II only
(C) I and Ill only
(0) I, II and Ill

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34. Fermentation of sugars to alcohol is 38. For which TWO of the following industrial
control led by an enzyme complex (mixture) products is chloriqe MOST widely used in
known as their manufacture?

(A) amylase I. Solvents

(B) lipase II. Sodium chloride
(C) sucrase 111. Polyvinylchloride
(D) zymase IV. Chlorofluorocarbons

35. In the manufacture of chlorine by the (A) I and II

electrolysis of brine using the diaphragm (B) I and Ill
cell, the anode is made of (C) II and Ill
(D) II and IV
(A) steel
(B) graphite
(C) platinum with a coating of asbestos 39. The burning of polyvinylchloridc, PVC, is
(D). titanium with an inert coating considered an improper disposal technique
because PVC
36. In the production of sulfuric acid by the (A) causes acid rain
Contact. Process, the following exothermic (B) destroys the ozone layer
reaction takes place: ( C) forms toxic products
V,O, (D) has a very high melting point
2SO,(g) + O,(g) > 2SO,(g)

Which of the following condition(s) would

favour the forward reaction? 40. Which of the following ions are significant
contributors to eutrophication?
I. Low pressure
II. Excess oxygen I. PO/-
Ill. Low temperature NO,-
II.
(A) I only III. so.i-
(B) I and II only IV. c1-
(C) II and III only
(D) I, II and III
(A) I and II only
(B) I and Ill only
(C) I, II and Ill only
37. Flocculation is a process involved in the
(D) I, II, III and IV
(A) clarification of water
(B) cleaning of the fumes in the Haber
41. The presence of phosphate ions (PO/") can
Process
be detected using
(C) conversion of excess S02 gas in the
contact process into MgSO4 (A) ammonium molybdate
(D) .. production of ethanol by (B) sodium thiosulfate
fermentation (C) potassium thiocyanate solution
(D) potassium 'hexacyanoferrate(ll)
solution

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42. When chlorofluorocarbons in the upper 44. . Nitrogen monoxide, NO, is responsible for
atmosphere are impacted by ultraviolet the destruction of ozone in the stratosphere.
radiation, chlorine radicals are formed in How is NO generated in the atmosphere?
preference to fluorine radicals. This occurs
in the upper atmosphere because the energy L Combustion of fossil fuels
of the Il. Lightning discharge
III. Reduction ofN02 by S02
(A) C-F bond (484 kJ mol- 1) is greater
than the energy of the ultraviolet (A) I and II only
radiation (B) I and Ill only
(B) C-CI bond (340 kJ mol- 1) is greater (C) II and Ill only
than the energy of the ultraviolet (D) I, II and Ill
radiation
(C) C--CI bond is less than the energy
of the C-F bond 45. Which of the following plastics are
(D) C-CI bond corresponds to the biodegradable?
energy ofthe ultraviolet radiation
(A) Polythene terephthalate
(B) Low density polyethene
43. Chlorofluorocarbons undergo homolytic (C) Poly (3 - hydroxybutanoic acid)
fission by bc:ing exposed to ultraviolet light (D) Polyvinylchloride
in the stratosphere.

Which radical could result from

CH,FCF,CI?

(A) cH,CF,CI
(B) CH,FCF,
(C) "CHFCF,CI
(D) CH,F cFCI

END OF TEST

IFYOU FINISH BEFORE TIME IS CALLED, CHECK YOUR WORK ON THIS TEST.