F334 JAN 10 - MS (New Spec)

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    F334

    Mar

    kScheme

    January2010

    F334

    ChemistryofM

    aterials

    Question

    E

    xpectedAnswers

    Marks

    AdditionalGuidance

    1

    (a

    )

    2-hydroxypropanoicac

    id

    2

    markindep

    endently

    2-hydroxy

    DONOTA

    LLOW

    hydroxyl

    propanoicacid

    ALLOWifpropan-and-oicareseparated

    .

    (b

    )

    (i)

    (enantiomersare)isom

    erswhosestructuresaremirror

    imagesofoneanother

    andarenon-superimposable

    2

    markindep

    endently

    mirrorimag

    es

    non-superimposable

    IGNOREreferencesto4differentgroups

    aroundaC

    atom,optic

    alisomerism,variouschiralwo

    rds&rotationof

    planepolarisedlight

    (ii)

    OH

    HOOC H

    3C

    H

    OH

    COOH

    CH3

    H

    2

    3Dstructurecorrectforoneisomer

    DONOTA

    LLOW9

    0or180degreeangle

    sbetweenthe

    twobonds

    intheplaneofthepaper

    mirror-imagecorrect(musthave4bonds

    aroundtheC)

    ALLOWec

    ffornon3Dstructurewithfourdifferent

    groupsonly

    IGNOREth

    ewaythegroupsarebondedtocarboneg

    -OHorHO,sameforCOOH&CH3

    (c)

    (i)

    P=C

    Q=A

    R=B

    1

    21

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    F334

    MarkScheme

    January2010

    Question

    E

    xpectedAnswers

    Marks

    AdditionalGuidance

    (ii)

    P=(C)doesnotfizz/

    doesnotreact/withNa2CO3A

    NDso

    noCOOHgrouppres

    ent/AW

    Q=nophenolgroup(inA),soFeCl3remainsyellow/AW

    R=(Bhas)bothphen

    ol&carboxylicacid(COOH)(sowill

    turnFeCl3purpleandwillfizzwithNa2CO3)/AW

    Thewordsinbracketsareonlyneedediftestsno

    t

    discussedforP&Q.

    3

    ifanswers

    to(i)areincorrect/noresponse

    award1mark

    forcorrect

    answersforhavingbothtests

    forphenoland

    carboxylicacid:

    ie:purplesolu

    tion=phenol

    ANDacids

    fizzwithcarbonate

    IGNOREP

    isCasitturnsFeCl3purple

    IGNOREQ

    isAasitfizzes&istherefore

    acarboxylicacid

    (d)

    C

    because:

    (broad)peakataround

    3250(cm1)indicatesalcohol

    or

    phenol/OH/hydroxylgroup

    nopeakat17001725

    (cm1)sonoC=O(inCOOH)

    present

    3

    IGNOREa

    nyreferencetocarboxylicacid

    forthe3250

    peak

    ALLOWa

    rangearound3250

    Peaksmay

    beidentifiedonthediagram

    IGNOREa

    llotherpeaks

    (e)

    (i)

    nucleophilicaddition

    2

    nucleophilic

    addition

    markindep

    endently

    22

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    F334

    MarkScheme

    January2010

    Question

    E

    xpectedAnswers

    Marks

    AdditionalGuidance

    (ii)

    O

    O

    CN

    CN

    4

    curlyarrowshowingattackbyCNatC=

    Ocarbon

    DONOTA

    LLOW

    arrowstartingfromNofCN/single-

    headedarr

    owsbutgive1markifbothare

    singleheaded

    butotherwisecorrect

    C=Obond

    polarisedcorrectly

    curlyarrow

    showingmovementofdouble

    bond

    finalstructurecorrectALLOWanycorrectstructural

    formulanotjustskeletal

    OMUSTbeve

    IGNOREa

    nyfurtherreactionshowingOgainingH+

    (iii)

    theratedeterminingstep(slowstep)doesnotinvolve

    water

    (since)waterdoesnot

    appearintherateequation/w

    ateris

    zeroorder

    Sincewater/H+requiredtoformproductitmustreactina

    subsequent(fast)step

    /theremustbeatleast2steps

    inthe

    reaction/AW

    OR

    theratedeterminingstep(slowstep)onlyinvolvesethanal&

    cyanide

    (becauseonly)ethana

    l&cyanideappearintherate

    equation

    andsowatermustrea

    ctinasubsequentstep

    3

    23

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    F334

    MarkScheme

    January2010

    Question

    E

    xpectedAnswers

    Marks

    AdditionalGuidance

    2

    (a

    )

    Fe

    3+willoxidiseCu/O

    RA

    ORCuloseselectronstof

    ormCu

    2+/ORA

    becauseelectrodepo

    tentialofFe3+/

    (Fe2+)ismore

    positive/ORA(involv

    estheCopperhalf-cell)

    ORUsesEcellcalculationtoshow

    reactionisfeasible

    Cu+2Fe

    3+

    Cu

    2++

    2Fe

    2+

    3

    ALLOWFe(III)andCu(II)

    DONOTA

    LLOW

    electronegativityorhigher/loweror

    larger/smaller

    IGNOREstatesymbols

    (b

    )

    (i)

    PtelectrodeforFe

    3+/

    Fe

    2+halfcell

    inFe3+/

    Fe2+

    CuelectrodeinCu

    2+

    saltbridgelabelledandinsolutions

    conditions:1moldm3

    and298K/25C

    5

    ALLOWCuSO4etc.insteadofCu

    2+

    ALLOW1

    molar/1M

    (ii)

    0.43V

    1

    IGNOREa

    nysign

    (c)

    (i)

    Copper(I)iodide

    1

    DONOTA

    LLOWcopperiodide

    ALLOWC

    opperIiodide

    25

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    F334

    MarkScheme

    January2010

    Question

    E

    xpectedAnswers

    Marks

    AdditionalGuidance

    (ii)

    1.molesofthiosulfate

    =0.200x(20.5/1000)=0.0041

    2.(molesofiodine(I2)

    =0.5xanswerfrom1(0.0041

    )and

    molesofCu

    2+(aq)in25.0cm

    3=

    2x0.5xanswer

    from1(0.0041))=0.0041

    3.molesofCu

    2+(aq)in

    250cm3=

    10xanswer

    from1(0.0041)=0.04

    10

    4.massofCuincoin=

    answerfrom3(0.0410)

    x63.5=2.6035g

    5.%ofCuincoin=(answerfrom4(2.6035)/3.47)

    x100=75.0

    6.(3sig.figs.)

    6

    75.0withn

    o/incompleteworkingscores6marks.

    Themarks

    areawardedfortheworkingoutgivenin

    bold:

    Iffinalanswerisincorrectpleaseannotatemarksgiven

    withticksA

    NDcrosseswhereerrorshave

    occurredeg

    missingou

    tstep3.

    1.molesofthiosulfate=0.0041moles

    2.correctm

    olesofCu

    2+(aq)in25.0cm

    3e

    cffrom1

    3.molesofCu

    2+(aq)in250cm3=

    10xm

    olesof

    thiosulfa

    te

    4.massof

    Cuincoin=molesofCu

    2+(aq)

    in250cm3

    x63.5

    5.%ofCu

    incoin=massofCuincoinx100

    6.correct/incorrectanswerMUSTbegive

    nto3sig

    figs.

    Steps3&

    4maybeinadifferentorder

    (d)

    (i)

    (transmits)Blue

    Cu

    2+(aq)absorbred/

    orangelight

    QWCabsorb(s)/absorbing/absorption/absorban

    ce/

    absorbed

    Oneofthesewordsha

    stobeusedtogainthesecondmark

    andspellingmustbec

    orrect

    2

    IGNOREp

    ale,deeporlightetc.referring

    toblue,reflects

    DONOTA

    LLOW

    green

    ALLOWco

    mplementarycolour/specificfrequencies/

    wavelength

    soflightareabsorbed

    DONOTA

    LLOW

    allotherfrequencies/c

    olour/AW

    Useofem

    itisaCONforthe2ndmark

    26

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    F334

    MarkScheme

    January2010

    Question

    E

    xpectedAnswers

    Marks

    AdditionalGuidance

    (ii)

    Ligandsubstitution

    [CuCl4]2

    2

    ALLOWlig

    andreplacement/displacement/exchangeor

    complexfo

    rmation

    Thecharge

    isrequired

    ALLOW[C

    u(H2O)2Cl4]2

    (iii)

    Anyfivefroma-f:

    a.makeupstandards

    olutions/ofknownconcentrations(of

    Cu

    2+(aq))

    b.chooseasuitablefilter/setthecolorimetertoasuitable

    wavelength

    c.zerocolorimeterwithwater/solvent/AW

    d.measureabsorbance/absorptionofstandardso

    lutions/

    AW

    e.plotcalibrationcurve

    f.measureunknown

    AND

    g.QWC

    readoffconc

    entrationfromcalibrationcurve

    /AW

    6

    IGNOREtr

    ansmittance

    Total

    26

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    F334

    MarkScheme

    January2010

    Questio

    n

    Ex

    pectedAnswers

    Marks

    AdditionalGuidance

    (a)

    (i)

    O

    O

    H

    O

    P

    HO

    O O

    OH

    2

    thelinkbetweenphosphategroupandan

    yOHgroupon

    thesugar

    ieP-O-CH2-C(inringnexttoO-)

    orP-O-C(inring)dependingwhich-OHg

    roupisused

    correctlink

    age(P-O-CH2-C)andrestofstructurecorrect

    3

    (ii)

    Water/H2Oandconden

    sation(reaction)

    1

    (iii)

    N

    NN

    O

    H

    H

    H

    1

    ALLOW

    ALLOWif

    theN-Hgroupiscircled

    (iv)

    lonepair(ofelectrons)onN/amine(group)

    acceptsaproton/H+

    2

    N

    O

    HN

    H

    H

    28

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    F334

    MarkScheme

    January2010

    Questio

    n

    Ex

    pectedAnswers

    Marks

    AdditionalGuidance

    (b)

    N

    N

    N N

    N

    H

    H

    3

    2hydrogen

    bondscorrect

    DONOTA

    LLOW

    morethan2bonds

    correctpolarities(all3)ononegroupofa

    toms

    lonepairontheNORO

    (c)

    twostrands(notthree)

    phosphategroupsonthe

    outside(notontheinside)

    basesfaceintothecentr

    e(nottheoutside)

    3

    ALLOWdo

    ublehelix

    IGNOREp

    hosphatebackbone

    (d)

    forremoval:

    infringementofpersonal

    liberty/AW/

    'fingerprint'notuniqueon

    lyprobability/

    techniquesusednotfoolproof/

    law/typeofgovernmentmightchangechangingacces

    sibility/

    AW

    againstremoval:

    helpstosolvemanycrim

    es,particularly'cold'crimes/

    'innocentuntilprovedguilty'/AW

    futureresearchintodisease

    2

    IGNOREh

    ackingintodatabase/leakage

    ofdata

    (NOTE:probabilitymayonlybe1in20forsome

    population

    groups)

    29

    Total

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    F334

    MarkScheme

    January2010

    Question

    ExpectedAnswers

    Marks

    AdditionalGuidance

    (a)

    Cl

    HN

    O

    2

    1markfor

    eachstructurecorrect

    DONOTA

    LLOWm

    issingHatomsifstructuralformulae

    aredrawn

    4

    (b)

    (i)

    thereare(two)differentgroupsoneachcarbonofaC

    =Cin

    neoprene

    thesegroupscannotrotateaboutthedoublebond

    2

    Maybeshowninadiagram

    ALLOWre

    stricted/limitedrotationabout

    thedoublebond

    (ii)

    (lesstranslinkages)w

    illmakethechainslesslinear/less

    regular/lessordered/

    ORA

    sotheycannotlineup

    /bearrangedsoregularly/clo

    sely

    andthecrystallinitywillbereduced

    2

    ALLOWch

    ainshaveakink/aremorerandomlyarranged

    Note:

    1st markis

    forshapeofchain,

    2ndmarkis

    forrelativearrangementofchains.

    (c)

    CONHgroup/NHgro

    up/amidegroupallowsnylon

    toform

    hydrogenbondswithw

    atermolecules

    nohydrogenbondinginneoprene

    watermoleculeswillforcechainsfurtherapart/chainswillnot

    fitascloselytogether/

    AW

    chainslesscrystalline/weakerintermolecularforcessoTgwill

    belowered

    4

    IGNOREc

    hainsslidingovereachother

    30

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    F334

    MarkScheme

    January2010

    Question

    ExpectedAnswers

    Marks

    AdditionalGuidance

    (d)

    H2N

    O

    O

    Na

    2

    6carbonatomsandNH2group

    COO

    ALLOWsk

    eletaloranyequivalent/altern

    ativestructural

    formula

    DONOTA

    LLOWs

    tructureswithmissing

    Hatoms

    Total

    12

    31

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    F334

    MarkScheme

    January2010

    Question

    E

    xpectedAnswers

    Marks

    AdditionalGuidance

    (a)

    (i)

    3H2S+2MnO4

    +

    2H+

    2MnO2

    +3S+4H2O

    1

    all4numbersMUSTbecorrect

    5

    (ii)

    oxidationstate=+4

    1

    DONOTA

    LLOW

    4+OR4

    (b)

    (i)

    iron(III)hydroxide

    1

    DONOTA

    LLOWironhydroxide/Fe(OH)3

    (ii)

    Fe

    3+(aq)+3OH(aq)

    Fe(OH)3(s)

    2

    equationcorrect

    statesymb

    olscorrect

    ALLOWec

    fforiron(II)hydroxidein(i)

    (c)

    (i)

    Thelargeexcessofethanedioateandacidmeansthattheir

    concentrationswerevirtuallyconstantduringthereac

    tion/

    concentrationshardlychanged/concentrationswere

    highso

    littleeffectonrate/AW

    1

    Alargeex

    cessofethanedioateandacid

    byitselfdoes

    notgetthe

    mark

    IGNOREe

    xcessethanedioateandacidn

    otlimittherate

    ofreaction/AW

    Lookforco

    ncentrationinanswer

    (ii)

    Oneofthefollowing:

    Method1half-lives

    determinationofatlea

    sttwohalf-lives,13-15s

    half-lifeconstant

    firstorder

    OR

    Method2findingrateatdifferentconcentrations

    calculationofatleastt

    worates

    rateisproportionaltoconcentration

    firstorder

    3

    Twovaluesforhalf-lifeMUSTbegiven

    Workingm

    ustbeshownaseitheracalculationorbylines

    ongraph.

    32

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    MarkScheme

    January2010

    33

    E

    xpectedAnswers

    Marks

    AdditionalGuidance

    Question

    (iii)

    3d

    4s

    1

    (d

    )

    Onefromthefollowing

    :

    lossofCO2/CO2

    prod

    ucedbyweighing/gascollection/

    measuringmilkinesso

    flime-water

    OR

    titrationofMnO4

    wi

    th(standard)Fe

    2+(aq)

    OR

    titrationofH+(aq)decreasew

    ithOH/

    CO3

    2(aq)

    OR

    measurepHchangeH

    +ionsusedinthereaction

    2

    Thetwopa

    rtsaremarkedindependently

    ALLOWga

    sforCO2andmeasuringvolum

    eforgas

    collection

    Total

    12