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TESTCODE02212010

FORMTP2009158 1vfA Y/JUNE2009

CARIBBEAN EXAMINATIONS COUNCIL

ADVANCED PROFICIENCYExAM1:NATION

CHEMISTRY- UNIT 2

PaperOl .. 90minutes

(o9 JUNE 2009 (p.m.D READ TBE FOLLOWING INSTRUCTIONS CAREFULLY.

1. This test consists of45 items. You will have 90minutesto answerthem.

. 2. In addition to this test booklet, you should have an answer sheet.

3. Do not l;>e concerned that the answer sheetprovides spaces formore answers than there are items

in this test.

4. Eachiteminthiste:Stbasfoursuggestedanswerslettered(A),(B);(C),{D). Readeachitemyou

are about to answer and decide which choice is best. ·

5. On your answer sheet, find thenumberwhichcorrespondsto your item andsb.aciethe spacehavmg

the same letter as the answer you hav~ chosen. Look at the sample item below.

Sample Item

Wbichofthe following is the HIGHEST energy transition in an organic compound?

(A) (B) (C) (D)

n to cr* n to 1t*

cr to cr* 1t to 1t*

Sa.mpleAnswer

@®G@

The best answer to this item is "cr to cr*", s6 answer space (C) has been shaded.

6. If you want to change your answer erase it completely before you fill in your new choice.

7. When you are told to begin, turn the page and work as quickly and as carefully as you can. If you

cannot answer an item, omit it and go on to the next one. Your score will be the total number of

correct answers.

8. You may do any rough work in this booklet

9. Figures_ are not necessarily dra \ltn to scale.

10. The use ofnon-programmable calculators is allowed.

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

Copyright© 2009 Carib beanExarninations Council.

All rights reserved.

0221201 O/CAPE2009

1.

2.

3.

-.2-

Volatility of organic compo11nds depends on

the strength of the intennolecular forces

present Which compound below would be the MOST volatile?

(A) CH3CH2C~OH (B) C~CH2CH2C~ (C) CP~CH(CH3)CH3 (D) CH3CH2C:t~COOH

Combustion analysis ofO.l S g of an organic

compound produces 0396 g of carbon dioxide

and0.216 gofwater. The empirical formula

of the compound, given tb.S.t it contains

carboil, hydrogen and oxygen only, is

(A) C3H 80 (B) C

4H

10

(C) C2H 10 4

(D) ~6HI60l

The couect IUPAC name for the structural

formwa

H CH3 CH3 I I I

H-C-CCH2CHCH3 is

I I H CH3

(A) -~ 2, 4-trimethyl pentane (B) 2, 2, 4-trim.ethyl octane (C) 2, 4, 4-trimethyl pentane (D) 2, 4, 4-trimetbyl octane

4. Which of the following compounds show optical activity?

I. ~CH(OH) COOH

II. HOCH = CHOH . m. ~CH (CI) c~ N. HC(Br)ICl .

(A) I and II only (B) I and N only (C) ll and m only (D) .illandlVonly.

. 02212010/CAPE2009

5.

6.

7.

A motorist suspects that his gasoline is

contaminated \vith ethanol. Which reagent

can the motorist use to detect the presence

of ethanol?

(A) Br2

(aq) (B) ~(aq)

(C) NaOH (aq)

(D) KMnO 4 (acidified)

In the reaction between the ethene and

bromine, which statements about the reaction

mechanism. may be true?

L A carbocation forms in the rate detmnining step.

IT. A dative covalent bond forms between the bromi~ ion and the

carbocati.on. m. Heterolytic fission of tb«~ bromine-

bromine bond occurs.

(A) Ionly (B) I and ll only (C) !Iandillonly (D) I, II and ill

Which of the following does NOT descnbe a

nucleophile?

(A) Lewis acid (B) Lewis base (C) Species with a lone pair (D) Reagent which attacks electron

deficient sites in molecules. ·

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-3-

8. 2-hydroxy- 2 - methylpropanoic acid can be formed from p~opanone in two steps, illustrated below.

9.

CH3 I

CH3 -C-C:::N

I Step Y ).

OH

Which of the following statements about these steps may be true?

I. Step X involves nucleophilic addition.

IT. Aqueous potassium cyanide is the reagent in Step X.

ill. Step Y involves hydrolysis.

(A) Ionly (B) I and II only (C) ITandillonly (D) I, II and m

Item 9 refers to the following reaction.

Reagent >

Br

The reagent in the above reaction is

(A) Br2 I sunlight (B) Br2

I FeBr3

(C) Concentrated ~S04 I cone. HN03

(D) Concentrated HCl/ Sn

10.

Item 10 refers to the following reaction.

The product of the following reaction is formed by

(A) free radical substitution (B) mtCleophilic substitution

(C) an elimination reaction (I)) electrophilic substitution

11. Which of the following compounds is the strongest acid?

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02212010/CAPE2009

-.4-

12. \Vbich of the following options is correct for the conjugative, positive inductive and negative

inductive effect, shown by the structures below?

13.

OH

t Q

@ 70 R

lo~L I

H- C--7-0

I H

(A) Negative inductive Positive inductive Conjugative

effect effect effect ·

(B) Conjugative Negative inductive Positive induct:i:ve --

effect effect

(C) Negative :inductive Conjugative

effect effect

(D)· Positive inductive Conjugative

effect effect

'Which of the following is NOT 1rue about

condensation polymerisation?

(A) Themolecularmas8 ofthepolymer

is a multiple oftb.e combined. masses

of its monomers. (B) The polymer can be hydrolysed to

form its monome.r:s. (C) The polymer has physical and

chemical properties that differ from

the monomer units.

(D) Small molecules are eliminated

during the condensation process.

14.

effect

Positive inductive I

effect

Negative inductive effect

The repeating unit obtained from the addi:tion

polymerisation of the mono~

CHCl = CHCl is

H H H H

I I I I (A) - c- c - c - c -

I I I I c1 a a a·

H . H I I

(B) -e-e-l I

CI Cl

Cl H I I

(C) -e-e-l I

Cl H

Cl H Cl H

I I I I (D) -c-c-c- c-

1 I I I Cl H Cl H

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0221201 0/CAPE2009

16.

17.

18.

-5-

15. ·Which of the following is true for glucose and starch?

Starch Glucose

(A) High solubility in water High solubility in water

(B) Low soh~bility in water Low solubility in water

(C) Gives blue/black colour with iodine Gives blue/black colour with iodine

(D) No reaction with Fehling's solution Reduces Cu2+ in Fehling's solution

Which of the following pieces of apparatus possesses the HIGHEST degree of uncertainty in measurement?

(A) Burette (B) Beaker (q Pipette (D) Measuring cylinder

Which of the following is NOT an instrument used in titrimen-y?

(A) Barometer (B) Thermometer (C) Potentiometer (D) Conductivitymeter

The concentration of an ammonia solution is determined by titrating 25.0 cm3 ag3.inst 0.2 J?Ol dm-3 sulphuric acid to give an end point of27 .5 cm3 •

The concentration of ammonia ("mmol dm:l) is given by

(A)

(B)

(C)

(D)

0.2x 27.5

25

0.2x27.5

2x25

2x0.2x27.5

25

2x 0.2x 25 27.5

19.

20.

to red/brown Cu20

Which of the following statements about gravin;letric analysis is NOT 1rue?

(A) ·Gravime~c analysis is a purely quantitative method.

(B) Gravimetric analysis never involves therernovalofvohrtilecornpon~

ofasolid. . (C) The analyte can be identified after

precipitation and isolation have occurred.

(D) The amount of analyte lost due to solvation is assumed to be negligible.

Treatment of a 10.00 g sample containing a chloride salt with excess silver nitrate solution produced 8.08 g of SI1ver chloride. (Ag= 108, Cl=35.5)

The expression for the percentage of chloride in the sample is

(A) 143.5x8.08 xlOO 35.5xl0.00

(B) 35.5xl0.00 xlOO 143.5x8.08

(C) 35.5x 8.08 xlOO 143.5 X 10.00

(D) 143.5 X 10.QQ

xlOO 35.5x 8.08

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-?-

21. \Vhich of the followingutilizesvibrations?

(A) Radio wave (B) Infrared

(C) UVNIS

(D) X-ray

22. The structural feature·s which cause

absorption in the UVNIS region of the

electroma~etic spectrum are known as

23.

(A) crbonds (B) chromoph(!res

(C) isolated 1t bonds

(D)- lone pairs of electrons

The co~lex ion [FeSCN)2+ has a molar

absorptivity (E) of7.0 x 103 (im3 mol-1 cm-1•

. The concentration of its solution, which gives

an abso:Fbance of 4.2 when measured in a

2cmcell,~

(A) 3 X 1 o-J mol dm-3

(B) 6 x 1 Q-3 mol dm.-3

(C) 3 x 1 0-4mol dm-3

25. W'nich of the following species is NOT a·

significant fragment from 1he mass spectrum

of ethanol? ·

26. In them_ass spectrometer a molecular ion is

formed from a comp~und by

27.

(A) "loss of a proton

(B) gain of~ electron (C) loss of an electron

(D) fragmentation of the compound

Which oftbe following is NOT a visualising

agent in chrO'matography?

(A) Iocline.

(B) Cellulose (C) N"mhydrin (D) t.ntraviolet light

(D) 6 x 1 0-" mol dm"3 . 28. Which of the following is LEAST commonly

used as a stationary phase in chroma­

tography? 24. In an IR spectrum, an absorption at

3400 cm-1 corresponds to an -OH group in

a .molecule. (lJ.L m = l~m)

The wavelength corresponding to this

absorption is

(A) 0.294 p.m

(B) 2.94 J.liD.

(C) 29.4 Jlill

(D) 294 J.llD

02212010/CAPE2009

29.

(A) Starch (B) Alumina

(C) Silie;a gel (D) Cellulose

Which of the following are advantages of

steam disti11.a1ion?

I. It occurs under reduced pressure.

II. The components do not decompose.

ill. It provides savings in fuel cost.

(A) I and ll only-

(B) I and ill only .

(C) II and ill only

(D) I,ll and ill

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I \

-7-:

30. Which of the following statements about

partition coefficient may be true?

I. It does not vary with temperature.

II. The solute has to be in the same

molecular state in both solvents for

it to be a constant.

m. The .·two solutions have to be

concentrated for it to be a

constant.

(A) !only (B) II only (C) I andll only (D) I, II and ill

31. Which of the following influence location of

an industrial plant?

I. Proximity to housing schemes

n. Proximity to port m. Goodr~adnetwork

. IV. Good electricity supply

(A) Iandllonly .(B) !IandiDonly (C) II, ill and IV only (D) I, II, m and IV

32. Along With silicon dioxide, which of the

following compounds constitutes the main

impurities of bauxite?

(A) Iron(II) oxide (B) Iron(lli) oxide (C) . Carbon dioxide (D) Carbon monoxide

02212010/CAPE2009

33.

34.

35.

36.

'Which of the following is represented by

cl- c4 hydrocarbons?

(A) Kerosine (B) Dieseloi1 (C) Gasoline (D) Re:finezy gas

The nitrogen used in the manufacture of

ammonia by the Haber Process is obtained

from

(A) fertilizers (B) the nitrogen cycle

(C) fractional dist:iJ.lation ofliquid air

(D) fractional distillation of crude oil

Which of ~e following is NOT ne:essary

for wine making?

(A) Yeast (B) Oxygen (C) Enzyme (D) Carbohydrate

Which ofth.e following are consequences of

the consumption of alcohol?

I. Stimulates the central nervous

system IT. May cause liver disease

ill~ Reduces manual dexterity

(A) I and IT only

(B) I.andillonly (C) rr and ill only (D) I, II and ill

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- 8-

Item 3 7 refers to the manufacture of chlorine 40. The biological oxygen demand (BOD) of

by the electrolysis of brine using the water measures the amount of oxygen

diaphragm cell. (A) present in a fixed volume of water

37. The anode is made up of (B) used by aquatic organisms during

respiration

(A) steel (C) needed by microorganisms as they

(B) graphite decompose organic matter

(C) platinum with a coating of asbestos (D) produced by aquatic plants in

(D)· titanium with an inert coating of photosynthesis

ruthenium (IV) oxide

41. Which o~tb.e following ions are significant

38. For the manufacture of which TWO of the contributors to eutrophication?

following industrial products is chlorine

MOS~widelyused? I. PO/-

I. Solventl II. No; II. Sodium chloride

m. Polyvinylchloride m. SOl-

rv. Cblorofl.uorocaxbons IV. a-

(A) land II (B) land ill (A) Iandllonly

(C) Tiandill (B) Iandillonly

(D) llandiV (C) I, nand m only

(D) I, II, m and IV

39. "Which of the following industries use

sulphuric acid? 42. A reduction in the ozone layer is believed to

have been caused by the action of

I. F ert:i1fzers II. Paint

(A) sulphur dioxide

m. Fibres (B) CFCs

rv. Detergents (C) methane

(D) carbon dioxide

(~ I, II and m only

{B) I, ill and IV only

(C) II, m and IV only

(D) I,II,illandN

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02212010/CAPE2009

43.

/

j '

f

-9-

Which of the following statements on environmental effects is true? ·

(A) Greehouse effect leads to global war.tniD.g.

(B) Global warmmg leads to greenhouse

~ffect.

(C) - Pbtotochemical smog leads to global warming.

(D) Eutrophication leads to greenhouse effect.

44. Nitrogen monoxide, NO, is respoilSlble for the destruction of ozone in the stratosphere. How can NO be generated in the atmosphere?

I. n.

III.

(A) (B) -(C) (D)

Combustion of fossil fuels Lightning discharge Reduction ofN02

by S02,, both of which are present in the a1mosphere

landllonly Iandllionly IIandillonly L IIandiD

45. Which of the following plastics are biodegradable?

(A) Polythene terephthalate (B) Low density polyethene

(C) Poly (3 - hydroxybutanoic acid)

(D) Polyvinylchloride

lFYOUFINISHBEFORETIMEIS.CALLED,CHECKYOiJRWORKONTIDSTEST.

0221201 O/CAPE2009