f322 june 2010 mark scheme

8/8/2019 F322 June 2010 Mark Scheme

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GCE

Oxford Cambridge and RSA Examinations

Chains, Energy and Resources

Advanced Subsidiary GCE F322

Chemistry A

Mark Scheme for June 2010


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OCR (Oxford Cambridge and RSA) is a leading UK awarding body, providing a wide range ofqualifications to meet the needs of pupils of all ages and abilities. OCR qualifications includeAS/A Levels, Diplomas, GCSEs, OCR Nationals, Functional Skills, Key Skills, EntryLevel qualifications, NVQs and vocational qualifications in areas such as IT, business,languages, teaching/training, administration and secretarial skills.

It is also responsible for developing new specifications to meet national requirements and theneeds of students and teachers. OCR is a not-for-profit organisation; any surplus made isinvested back into the establishment to help towards the development of qualifications andsupport which keep pace with the changing needs of todays society.

This mark scheme is published as an aid to teachers and students, to indicate the requirementsof the examination. It shows the basis on which marks were awarded by Examiners. It does notindicate the details of the discussions which took place at an Examiners meeting before markingcommenced.

All Examiners are instructed that alternative correct answers and unexpected approaches in

candidates scripts must be given marks that fairly reflect the relevant knowledge and skillsdemonstrated.

Mark schemes should be read in conjunction with the published question papers and the Reporton the Examination.

OCR will not enter into any discussion or correspondence in connection with this mark scheme.

OCR 2010

Any enquiries about publications should be addressed to:

OCR PublicationsPO Box 5050AnnesleyNOTTINGHAMNG15 0DL

Telephone: 0870 770 6622Facsimile: 01223 552610E-mail: [email protected]


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F322 Mark Scheme June 2010

General advice to Assistant Examiners on the procedures to be used

YOU WILL BE REQUIRED TO UNDERTAKE 10 PRACTICE AND 10 STANDARDISATIONSCRIPTS BEFORE STARTING TO MARK LIVE SCRIPTS.

1 The schedule of dates for the marking of this paper is very important. It is vital that youmeet these requirements. If you experience problems then you must contact your TeamLeader (Supervisor) without delay.

2 An element of professional judgement is required in the marking of any written paper.Candidates often do not use the exact words which appear in the detailed sheets whichfollow. If the science is correct and also answers the question then the mark(s) shouldnormally be credited. If you are in doubt about the validity of any answer then consult yourTeam Leader (Supervisor) by phone, the messaging system within SCORIS or e-mail.

3 Correct answers to calculations always gain full credit even if no working is shown. (TheShow your working is to help candidates, who may then gain partial credit even if their

final answer is not correct.)

4 Some questions may have a Level of Response mark scheme. Any details about thesewill be in the Additional Guidance.

5 If an answer has been crossed out and no alternative answer has been written then markthe answer crossed out.

6 In addition to the award of 0 marks, there is a NR (No Response) option on SCORIS.

Award 0 marks

if there is any attempt that earns no credit (including copying out the question orsome crossed out working)

Award NR (No Response)

if there is nothing written at all in the answer spaceOR

if there is any comment which does not in any way relate to the question beingasked (e.g. cant do, dont know)OR

if there is any sort of mark which is not an attempt at the question (e.g. a dash, aquestion mark)

7 Abbreviations, annotations and conventions used in the detailed Mark Scheme.

/ = alternative and acceptable answers for the same marking pointnot = answers which are not worthy of creditreject = answers which are not worthy of creditignore = statements which are irrelevantallow = answers that can be accepted( ) = words which are not essential to gain credit __ = underlined words must be present in answer to score a markECF = error carried forward

AW = alternative wordingora = or reverse argument

1


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F322 Mark Scheme June 2010

2

8 Annotations: the following annotations are available on SCORIS.

= correct response = incorrect responsebod = benefit of the doubtnbod = benefit of the doubt not givenECF = error carried forward^ = information omittedI = ignoreR = reject

Highlighting is also available to highlight any particular points on the script.

The following questions should be annotated with ticks to showwhere marks have been awarded in the body of the text:2(c)(ii), 3(b)(i), 5(d), 6(b) and 7

9 The Comments boxThe comments box will be used by your PE to explain their marking of the practice scriptsfor your information. Please refer to these comments when checking your practice scripts.You should only type in the comments box yourself when you have an additional object ofthe type described in Appendix B of the Handbook for Assistant Examiners and SubjectMarkers.Please do not use the comments box for any other reason.Any questions or comments you have for your Team Leader should be communicated byphone, SCORIS messaging system or e-mail.

10 Please send a brief report on the performance of the candidates to your Team Leader

(Supervisor) by the end of the marking period. The Assistant Examiners Report Form(AERF) can be found on the Cambridge Assessment Support Portal. This should containnotes on particular strengths displayed, as well as common errors or weaknesses.Constructive criticisms of the question paper/mark scheme are also appreciated.


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F322 Mark Scheme

Question Expected Answers Marks Add1 a i Series having same functional group and a general formula

1 ALLOW same functioCH2ALLOW organic comgroup that differ in le

ii

More surface contact OR bigger molecules

More van der Waals forces

2 BOTH answers nee

ALLOW higher relatielectrons OR longer atomsIGNORE surface are

ALLOW stronger vaninduced dipolesVDW forces is not su

More intermolecular fDO NOT ALLOW brebreaking covalent boIGNORE reference tobonds

b i Pent-1-yne OR pent-2-yne 1 ALLOW pentyne

Look for answer in th

answer line takes pre

ii CnH2n 2 1 ALLOW CnH2(n 1)

3


6/23

F322 Mark Scheme

Question Expected Answers Marks Add1 b iii Correct displayed formula 1

C C C

H

H

H

iv Correct skeletal formula of cyclic hydrocarbon with formulaC6H10

1 Examples of correct

c

Energy required to break bonds = (+) 2912

Energy released to make bonds = ()4148

Enthalpy of combustion = 1236

3 ALLOW full marks foout

ALLOW (2 415) +

ALLOW (4 805) +OR (4 805) + (2 4

ALLOW ECF for calcALLOW 2 marks for

4


7/23

F322 Mark Scheme

Question Expected Answers Marks Add1 d i (Enthalpy change) when one mole of a compound

is made from its elements (in their standard states)

(Standard conditions are) 298 K and 100 kPa

3 IGNORE energy requALLOW (energy chasubstanceDO NOT ALLOW enproducts

ALLOW 1 atmosphe1.01 105 Nm2 / 100temperature in wordsIGNORE 1 mol dm3

ii From energy cycleEnthalpy change to get elements = (60) (2 286) / (+)

632

Enthalpy change from elements = 987 + (+227) / ()760

Enthalpy change = 128

3 ALLOW full marks fo

ALLOW ECF from er

ALLOWtwo marks f/ +1392

ALLOWone mark foe i 26.0 100

100.1

26.0%

2 First mark for 100.1 O26.0) at bottom of fra

ALLOWfull marks foout

ALLOW from two sigvalueALLOW 25.97 / 26%

NO ECF for this part expression

5


8/23

F322 Mark Scheme

Question Expected Answers Marks Add1 e ii 1.56 104OR 15600 OR 15601 1 ALLOW calculator va

rounded value to a mfigures

iii 1.5 104OR 15000 1 ALLOW 1.50 104 e

iv 96.2 1 ALLOW ECF from (iALLOW calculator varounded value to a mALLOW 96.1476828

ALLOW any value bewas calculated by div

v Any two from:Low atom economy gives a poor sustainability OR low atomeconomy means lots of waste

A use for the aqueous calcium hydroxide needs to be

developed to increase atom economy

Alternative process needs to be developed with high atomeconomy

2 ANNOTATE WITH TIGNORE comments a

ALLOW ECF from (i)have good sustainab

ALLOW find a use foeconomy

Total 23

6


9/23

F322 Mark Scheme

Question Expected Answers Marks Add2 a i Branched chain alkane of formula C5H12 to C9H20

e.g. 2-methylpentane, 3-methyloctane

1 Must have position nDO NOT ALLOW 1-metcDO NOT ALLOW inc2-methypentane etc

b i Vibrate(more) 1 ALLOW bend / stretcIGNORE rotateNOT break / molecul

ii Incomplete combustion 1 ALLOW not enough

iii NO for photochemical smog ORlow level ozone

CO is toxic

2 ALLOW NO can (everesult in respiratory irdepletes high level oIGNORE greenhouse

ALLOW poisonous OALLOW CO reducesoxygen

Oxygen combines wi

IGNORE CO is harm

c i Makes nitrogen AND carbon dioxide

2CO + 2NO N2 + 2CO2

2

ALLOW any correct

IGNORE state symbo

7


10/23

F322 Mark Scheme

Question Expected Answers Marks Add2 c ii

One activation energy correctly labelled on enthalpy profilediagram

Idea that activation energy is lowered

Catalyst has a different reaction pathway OR differentreaction mechanism OR two curves drawn on profile

Correct diagram of reaction profile for exothermic reactionwith product below reactants with y axis as enthalpy orenergy and Hlabel arrow should go down. Ignore a

small gap between at either end ofHline

Drawing of Boltzmann distribution axes labelled number of

molecules and energy

More molecules with energy above activation energy with acatalyst

More effective collisions OR more successful collisions

7 ANNOTATE WITH TWith the line/arrow ncurve or reactant linefor activation energyALLOW vertical line

DO NOT ALLOW arr

Marks can be awardeor from Boltzmann

Boltzmann distributionot end up at 0 on y-

8


11/23

F322 Mark Scheme

Question Expected Answers Marks Add2 d Any two benefits from:

Save crude oil OR no risk of large scale pollution fromexploitation of crude oil

Biodiesel is renewable OR diesel is non-renewable

Use of biodiesel is (more) carbon-neutral OR plants take upthe carbon dioxide released during combustion

and one disadvantage

Land not used to grow food crops OR (rain)forests have tobe cut down to provide land OR food prices may risebecause less is grown

3 ANNOTATE WITH T

ALLOW decrease th

ALLOW plants are anon-renewable resou

sustainable / diesel is

ALLOW lower carboIGNORE can be usewithout any conversi

IGNORE comments pesticides

Destroys habitats is n

Total 17

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12/23

F322 Mark Scheme

Question Expected Answers Marks Add3 a Answers clockwise from top left

CH3CH2CH2COOH

CH3CH2CHCH2

CH3COOCH2CH2CH2CH3

CH3CH2CH2CHO

4 ALLOW skeletal form

ALLOW butanoic aci

ALLOW but-1-ene

ALLOW butyl ethano

ALLOW butanal

If name and structure

If C3H7 used instead then apply ECF

If wrong carbon skele

then apply ECF

If a hydrogen is miss

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13/23

F322 Mark Scheme

Question Expected Answers Marks Add3 b i Nucleophilic substitution

Heterolytic

Dipole shown on CI bond, C+ and I

Curly arrow from OH to carbon atom of CI bond

Curly arrow from CI bond to the iodine atom

5 ANNOTATE WITH T

DO NOT ALLOW fis

No need to show loneCurly arrow must compair on the oxygen of

ALLOW SN1 mechan

dipole shown on CI

curly arrow from CI

curly arrow from OH

ii Use reflux OR heat for more than 20 minutes

CClstronger bond (than CI bond) OR CClshorter bond(than CI bond) OR CClbond is harder to break OR needsmore energy to break CClbond OR ora

2 ALLOW heat strong

a higher temperature

Answer must refer to

Total 11

11


14/23

F322 Mark Scheme

Question Expected Answers Marks Add4 a i Any two from:

Any value between 10001300 Any value between 28503100 Any value between 32003550

2

ii Orange to green or blue 1

iii

CH3CH2OH + [O] CH3CHO + H2OORCH3CH2OH + 2[O] CH3COOH + H2OCorrect organic product Balanced equation

2 IGNORE any state sy

ALLOW CH3COH in

ALLOW equations wproduct mark

b i Absorption around 28503100 (cm1) so contains CHbonds

No otherimportant absorptions present / no other

characteristic absorptions

2 Answer must have a i.e. use of cm1 or da

Has no other peaks

is not sufficientBUTThere are no peaks dsufficient

ALLOW peaks insteaALLOW no absorptioabsorption due to car

ii Peak furthest to right hand side is 58 / molecular ion peak is58 / peak at highest mass

1 ALLOW peak at m/zspectrum / M peak ismolecular mass

DO NOT ALLOW highighest peak

12


15/23

F322 Mark Scheme

Question Expected Answers Marks Add4 b iii

H C C C C H

H

H

H

H

H

H

H

H

H C C C H

H

H

H

CH3

H

HBOTH isomers correct

1 If three structures are

ALLOW skeletal form

IGNORE incorrect na

iv CH3+

C2H5+

C3H7+ / CH3CH2CH2

+ / (CH3)2CH+

3 Essentially marks arepositive ions Formula of two fragmBUTformulae of all three f

v CH3CH2CH2CH3 because there is a peak at m/z= 29 1 ALLOW name, displaALLOW butane beca

ALLOW butane becalisted in (iv)

Total 13

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16/23

F322 Mark Scheme

Question Expected Answers Marks Add5 a Sideways overlap of two p orbitals on each carbon atom

forms -orbital or-bond above and below plane ofmolecule

2 Answers can be awasee additional page wsee

Drawings with a doubmaximum of one mar

Drawing above with n

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F322 Mark Scheme

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18/23

F322 Mark Scheme

Question Expected Answers Marks Add5 b i Double bond does not rotate / restricted rotation of the

double bond

Each carbon atom of double bond is bonded to (two)different groups

2 ALLOW bond does

ALLOW each carbonto (two) different atom

bonded to different gii C and E 1

16


19/23

F322 Mark Scheme

Question Expected Answers Marks Add5 c CH3CH2OH / ethanol 1 IGNORE alcohol

d

C4H8 + HBr C4H9Br

C2H4 + HBr C2H5Br

B makes CH3CH2CH2CH2Br CH3CHBrCH2CH3

QWC number of products is linked to structure of alkenee.g. because D is symmetrical ORB is not symmetrical

Movement of electron pair from double bond to attack

hydrogen of HBr and breaking of HBr bond

Correct dipole shown on HBr

Correct carbonium ion drawn

Curly arrow from Br to the carbonium ion

9 ANNOTATE WITH TQWC mark and 8 oth

The equation must be

of steps as in a mech

ALLOW skeletal or dALLOW B makes 1-bbutane if marks for

ALLOW curly arrow fbromide ion

ALLOW marks for thalkene is used e.g. foIf two mechanisms aD

17


20/23

F322 Mark Scheme

Question Expected Answers Marks Add5 e i

C C C C

H

H

C2H5

H

H

H

C2H5

H

1 Must have at least twat the endAll carboncarbon boshownALLOW bond to ethy

IGNORE any bracke

ii Poly(but-1-ene) 1 ALLOW polybut-1-enn.b. the bracket is pa

DO NOT ALLOW po

f i (Lots of) OH group present

Can form hydrogen bonds with water

2 ALLOW hydroxyl groAlcohol group is not s

ii Any two from:Incineration to produce energy OR combustion to produceenergy

Sorting and recycling OR sorting and remoulding

Cracked (to give monomers) OR as an organic feedstock

2Used as a fuel is not

IGNORE use photodpolymers

Total 21

18


21/23

F322 Mark Scheme

Question Expected Answers Marks Add6 a Low pressure because more (gas) molecules on right hand

side of equation OR low pressure because V= positive

Low temperature because the (forward) reaction isexothermic

2 ALLOW low pressureright hand side of eq

bIncreased pressure speeds up reaction / ora

900 oC increases the rate OR increased temperaturespeeds up reaction / ora

Idea that high enough temperature without compromisingyield OR idea that high enough pressure withoutcompromising yield

3 ANNOTATE WITH T

ALLOW pushes gas

c i 5.68 107 / 5.7 107 1 ALLOW two or moreCalculator answer is

ii Used to heat the incoming gases 1 ALLOW used to heanational grid

Provide energy to crebecause one conditio

Total 7

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22/23

F322 Mark Scheme

20

Question Expected Answers Marks Add7

InfraredQWC 1720 cm1 indicates carbonyl group

QWC broad 2900 cm1 indicates OH bond in carboxylicacid

QWC 1080 cm1 indicates CO bond

Percentage compositionMole ratio C : H : O = 2.23 : 2.22 : 4.44 Empirical formula is CHO2

(mass of one mole is 90 g) so Mr is 90

QWC molecular formula is C2H2O4 with working out fromMr

Structure is

COOH

COOH

8 ANNOTATE WITH T QWC Structureonce

ALLOW 1720 indicat

ketones, esters, carbALLOW 2900 indicat

ALLOW 1080 indicatacids

ALLOW 26.7/12.0. 2ALLOW COOHALLOWtwo marks f

no working out

ALLOW 0.0945/0.00

ALLOW

COOH

O

CHO

Total 8


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f322 june 2010 mark scheme

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