Cape Chemistry U2 P1 2013 5i3q5p

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TESTCODE02212010. MAY/JUNE 2013 CARIBBEAN

EXAMINATIONS

COUNCIL

CARIBBEAN ADVANCED PROFICIENCY EXAMINATION®

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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• n to n• cr to a•

@®©•

(C) (D)

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:

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You may do any rough work in this booklet.

8. Figures are not necessarily drawn to scale. 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 ret«Ved.

-2~

refers to the following diagram.

©"'r-NH

s.

2

(A)

CH3

1.

Based on the IUPAC rules, the name of the compound above is (A)

(B) .(C) (D)

'Which of the following compounds is hydrolysed by water? . C,H,OH

(8)

I -phenylpropan-2-amine l-benzylpropan-1-amine I -phenylbutan-2-amine 1-phenylbutan-1-amine

(C)

C6 H,CH,CI

(D)

----CH,CI

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 fonnula is (A) (B) · (C) (D)

I. II. Ill.

CH CH, C,H, C,H,

IV.

6. 3.

NaOH to fonn an ionic product PCI,, giving off HCI H, in the presence of a nickel catalyst ethanol to produce an organic compound and water

The substance with the properties above could be

An electrophile has 0

(A) (B) (C)

(D)

a positive charge a negative charge a non-bonding electron an oxygen or nitrogen atom

(A)

II CH,-C-H 0

(ll)

II CH,-C-OH

4.

Which of the following tenns does NOT describe a nucleophile? (A) (8) (C)

(D)

Lewis acid Lewis base Species with a lone pair Electron donor

0 (C)

II CH, =CH-C-OH

(D)

CH,= CH -CH 2 -0H

(',()ON TO·THF. NF.XT PA.OF

.

-3-

7.

CH 3

Methylbenzene,

tbi ,

can react to

9.

I.

+ CH 3

produce

IL Ill.

Cl Which of the following reagents and conditions are MOST suitable for the reaction? (A) (B) (C) (D)

(A)

Chlorine with AICl 3 Chlorine in the dark Chlorine with UV light Concentrated HCI heated under

mirror aqueous alkaline iodine to give yellow crystals.

CH3 @-CHO

(B)

CH2 COCH 3 @-oa

Diazonium salts are useful in the synthesis of aromatic oompounds. Which of the compounds below can be prepared from a diazonium salt?

(C)

ce, ©r-CH(OH)CH 3

COOH (A)

2, 4-dinitrophenylhydrazine (DNPH) to give an orange precipitate Tollen's reagent to give a silver

Compound X is MOST likely

reflux 8.

A compound, X, reacts with

©

(D)

~,NH 2

CH2 COCH 3 @-cao

(B)

N

(C)

(D)

©" ~

N

~,OH

)!) 10.

Which of the following compounds wilf NOT decolourize bromine water but will decolourize potassium manganate(Vll) on warming? (A)

(B) (C) (D)

Butane Ethanol Ethene Ethanoic acid

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11.

Which of the following pairs of compounds are optical isomers? CH, (A)

CH3

I

I

CH1 -C-OH

HO-C-CH3

I

I

CH,

CH,

H

H

I (B)

I

C,H,-C-OH

HO-C-C,H,

I

I

CH3

(C)

H. H H

H

H

H

H H

I

I

I

I

I

I

I

I H

I

I

H

H

CH1 H

H

CH,

I

I

I

I

H

I

H

H-C-C-OH

I

HO-C-C-C-C-H

H

I

12.

I I

H-C-C-C-C-OH H

(D)

CH,

I H

I

HO-C-C-CH,

I

I

CH3 H

H

I CH,

The complete reaction of phenol with aqueous bromine is characterised by a (A) (B) (C) (D)

brown precipitate, a brown solution and a sweet smell brown precipitate, a colourless solution and a swec;t smell white precipitate, a colourless solution and an antiseptic smell white precipitate, a brown solution and an antiseptic smell

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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

0 Positive inductive effect

(B)

Conjugative effect

Negptive inductive effect

Positive inductive effect

Negative inductive effect

Conjugative effect

Positive inductive effect

Positive inductive effect

Conjugative effect

Negative inductive effect

.

Which of the following statements is NOT true about condensation polymerization? (A)

(B) (C)

(D)

16.

The molecular mass of the polymer is a multiple of the combined masses ofits monomers. The polymer can be hydrolysed to form its monomers. The polymer has physical and chemical properties that differ from the monomer units. Small molecules are eliminated during the condensation process.

The product formed by the polymerisation of propene, C3 H6, may be used as a (A) (B) (C) (D)

fuel liquid disinfectant plastic material

(B) (C) (D)

Purity of reagents Adding.excess water to the conical flask Blowing the reagent out of the pipette tip Overshooting the calibration mark of the volumetric flask

Which of the following instruments is NOT used in titrimetry? (A) (B) (C) (D)

Barometer Thermometer Potentiometer Conductivity meter

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!' l-l' ;-_-

Conjugative ·effect

Which of the following factors will NOT affect the accuracy of the results in a titrimetric analysis? (/\)

17.

'r

H

Negative inductive effect

(D)

15.

I

n-c-a I

(A)

(C)

14.

H

•

=

.-

-618.

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

14

(A)

14

(B)

pH

pH

7 Vol ofH 2 SO,

Vol ofH, SO,

14

(C)

(D)

pH

7

14

pH 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) (B) (C) (D)

20.

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

What is the concentration of Pb'• in the original solution? (A) (B) (C) (D)

3.60 3.60 5.40 7.20

>< I 0-' mol dm-3

x

Hr' mol dm-'

>< IO_. mol dm-'

x JO-' mol dm-'

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- 721.

The complex ion [FeSCNJ2• has a molar absorptivity(E)of 7.0x IO'dm'mol- 1 cm- 1•

23.

The structural features which cause . 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 in a 2-cm cell, is

(A) (B) (C)

(A) (B) (C)

(D)

22.

3 6 3 6

x 10-3 mol dm-3 x I 0-3 mol dm-3 x lQ-4 mol dm-3 x 1Q-4 mol dm·'

(D)

Item 24 refers to the diagram below which represents the structure of a water molecule.

Which of the following regions of the electromagnetic spectrum BEST matches the wavelength ranges of P, Q and R?

0-+

/"

H

"'

Frequency CH2) 10"

24.

Q

p

(A) (B) (C)

(D)

25.

er bonds chromophores isolated 1t bonds lone pairs of electrons

R

p

Q

R

UV IR IR UV

IR UV UV IR

radio radio x-rays x-rays

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

H

~

Which of the following vibrations may be exhibited by the molecule? (A) (B) (C) (D)

Bending only Bending and stretching Symmetrical stretching only Asymmetrical stretching only

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

(D)o~ ~

#

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-826.

A mixture of gases containing methanol, ethanol, propan-1-ol and propan-2-ol, was obtained from a refinery. What method can be used to separate these gases for analysis? (A) (B) (C) (D)

27.

II. Ill.

(A) (B) (C)

(D)

Ill. (A) (B) (C) (D)

31.

. I and II only I an
(A) (C) (D)

OH' CH,· C,H," C,H,OH"

I.

32.

(A) (B)

(C) (D)

Cellulose Iodine Ninhydrin Ultraviolet light

33.

I only II only I and II only I, II and HI

Ill.

CaCO, +so, - Caso,+ co, 2caco,+2so,+o,-2easo,+co, Cao + CO - CaCO,

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

I only I and II only II and Ill only I, II and lll

Which of the following is represented by C, - C, hydrocar.bons? (A) (B) (C) (D)

Which of the following entities is NOT a visualising agent in chromatography?

It does not vary with temperature. The solute has to be in the same molecular state in both solvents for it to be a constant. The two solutions have to be concentrated for it to be a constant.

Sulfur contaminated coal is usually mixed with calcium carbonate at high temperatures to reduce SO, emissions. Which reaction(s) will be important in helping to reduce atmospheric pollution?

n.

Which of the following species is NOT a significant fragment from the mass spectrum of ethanol?

(B)

29.

Mass spectroscopy IR spectroscopy Gas-liquid chromatography High pressure liquid chromatography

H20and HI H, and Cl, N, and Br2

Which of the following statements about partition coefficient would be true? I. II.

Which of the following compounds do NOT absorb infrared radiation? I.

28.

30.

Diesel oil Gasoline Kerosine Refinery gas

Which of the following may be a result of light-induced reaction of pollutants in the air? I. II. Ill.

Global warming Photochemical smog Greenhouse effect

(A) (8) (C) (0)

I only II only I and Ill only I, II and Ill

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-934.

Fermentation of sugars to alcohol is control led by an enzyme complex (mixture) known as

(A)

(B) (C) (D)

35.

amylase lipase sucrase zymase

In the manufacture of chlorine by the electrolysis of brine using the diaphragm cell, the anode is made of

(A)

(B) (C) (D).

36.

steel graphite platinum with a coating of asbestos titanium with an inert coating

39.

In the production of sulfuric acid by the . Process, the following exothermic reaction takes place: 2SO,(g) + O,(g)

V,O,

I. II. Ill.

Low pressure Excess oxygen Low temperature

(A)

I only I and II only II and III only I, II and III

(B) (C) (D)

40.

Flocculation is a process involved in the

(A)

(B) (C) (D)

clarification of water cleaning of the fumes in the Haber Process conversion of excess S02 gas in the process into MgSO4 of ethanol by .. production fermentation

For which TWO of the following industrial products is chloriqe MOST widely used in their manufacture? I. II. 111. IV.

Solvents Sodium chloride Polyvinylchloride Chlorofluorocarbons

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

I and II I and Ill II and Ill II and IV

The burning of polyvinylchloridc, PVC, is considered an improper disposal technique because PVC (A) (B) ( C) (D)

> 2SO,(g)

Which of the following condition(s) would favour the forward reaction?

37.

38.

41.

causes acid rain destroys the ozone layer forms toxic products has a very high melting point

Which of the following ions are significant contributors to eutrophication? I.

PO/-

II.

NO,-

III.

so.i-

IV.

c1-

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

I and II only I and Ill only I, II and Ill only I, II, III and IV

The presence of phosphate ions (PO/") can be detected using (A) (B) (C) (D)

ammonium molybdate sodium thiosulfate potassium thiocyanate solution potassium 'hexacyanoferrate(ll) solution

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42.

When chlorofluorocarbons in the upper atmosphere are impacted by ultraviolet radiation, chlorine radicals are formed in preference to fluorine radicals. This occurs in the upper atmosphere because the energy of the (A)

(B)

(C)

(D)

C-F bond (484 kJ mol- 1) is greater than the energy of the ultraviolet radiation C-CI bond (340 kJ mol- 1) is greater ·than the energy of the ultraviolet radiation C--CI bond is less than the energy of the C-F bond C-CI bond corresponds to the energy ofthe ultraviolet radiation

44.

. Nitrogen monoxide, NO, is responsible for the destruction of ozone in the stratosphere. How is NO generated in the· atmosphere? L Il. III.

Combustion of fossil fuels Lightning discharge Reduction ofN02 by S02

(A) (B)

I and II only I and Ill only II and Ill only I, II and Ill

(C) (D)

45.

Which of the following plastics are biodegradable? (A)

43.

Chlorofluorocarbons undergo homolytic fission by bc:ing exposed to ultraviolet light in the stratosphere.

(B) (C)

(D)

Polythene terephthalate Low density polyethene Poly (3 - hydroxybutanoic acid) Polyvinylchloride

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.