2020 chemistry written examination
TRANSCRIPT
CHEMISTRYWritten examination
Monday 23 November 2020 Reading time: 9.00 am to 9.15 am (15 minutes) Writing time: 9.15 am to 11.45 am (2 hours 30 minutes)
QUESTION AND ANSWER BOOK
Structure of bookSection Number of
questionsNumber of questions
to be answeredNumber of
marksA 30 30 30B 10 10 90
Total 120
• Studentsarepermittedtobringintotheexaminationroom:pens,pencils,highlighters,erasers, sharpeners,rulersandonescientificcalculator.
• StudentsareNOTpermittedtobringintotheexaminationroom:blanksheetsofpaperand/orcorrectionfluid/tape.
Materials supplied• Questionandanswerbookof39pages• Databook• Answersheetformultiple-choicequestionsInstructions• Writeyourstudent numberinthespaceprovidedaboveonthispage.• Checkthatyourname andstudent numberasprintedonyouranswersheetformultiple-choice
questionsarecorrect,andsignyournameinthespaceprovidedtoverifythis.• Unlessotherwiseindicated,thediagramsinthisbookarenotdrawntoscale.• AllwrittenresponsesmustbeinEnglish.At the end of the examination• Placetheanswersheetformultiple-choicequestionsinsidethefrontcoverofthisbook.• Youmaykeepthedatabook.
Students are NOT permitted to bring mobile phones and/or any other unauthorised electronic devices into the examination room.
©VICTORIANCURRICULUMANDASSESSMENTAUTHORITY2020
SUPERVISOR TO ATTACH PROCESSING LABEL HEREVictorian Certificate of Education 2020
STUDENT NUMBER
Letter
2020CHEMISTRYEXAM 2
SECTION A – continued
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eaQuestion 1
GlycogenbreaksdownintoA. glycerol.B. aminoacids.C. triglycerides.D. monosaccharides.
Question 2UsinglargesamplesizesinanexperimentincreasesA. reliability.B. precision.C. validity.D. uncertainty.
SECTION A – Multiple-choice questions
Instructions for Section AAnswerall questionsinpencilontheanswersheetprovidedformultiple-choicequestions.Choosetheresponsethatiscorrect orthatbest answers thequestion.Acorrectanswerscores1;anincorrectanswerscores0.Markswillnotbedeductedforincorrectanswers.Nomarkswillbegivenifmorethanoneansweriscompletedforanyquestion.Unlessotherwiseindicated,thediagramsinthisbookarenotdrawntoscale.
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Question 3Adiagramofanelectrochemicalcellisshownbelow.
V
Q S
e– e–
P R
Whichofthefollowinggivesthecorrectcombinationoftheelectrodeintheoxidationhalf-cellandtheelectrolyteinthereductionhalf-cell?
Electrode (oxidation half-cell)
Electrolyte (reduction half-cell)
A. S P
B. S R
C. Q R
D. Q P
2020CHEMISTRYEXAM 4
SECTION A – continued
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Question 4
HH
HH
H
HH
H
HH
H
HH
N
CC
CC
CO
WhatistheIUPACnameofthemoleculeshownabove?A. 3-hydroxy-3-ethyl-propan-1-amineB. 3-amino-1-methylpropan-1-olC. 3-hydroxypentan-1-amineD. 1-aminopentan-3-ol
Question 5ThemetabolicprocessthatproduceswaterisA. thedigestionoffats.B. cellularrespiration.C. thehydrolysisofstarch.D. thebreakdownofproteinintoaminoacids.
Question 6Whichoneofthefollowingpairsofstatementsiscorrectforbothelectrolysiscellsandgalvaniccells?
Electrolysis cell Galvanic cell
A. Bothelectrodesarealwaysinert. Bothelectrodesarealwaysmadeofmetal.
B. Electricalenergyisconvertedtochemicalenergy.
Thevoltageofthecellisindependentoftheelectrolyteconcentration.
C. Chemicalenergyisconvertedtoelectricalenergy.
Theproductsaredependentonthehalf-cellcomponents.
D. Theproductsaredependentonthe half-cellcomponents.
Chemicalenergyisconvertedtoelectricalenergy.
5 2020CHEMISTRYEXAM
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Question 7HowmanystructuralisomershavethemolecularformulaC3H6BrCl?A. 4B. 5C. 6D. 7
Question 8Whichoneofthefollowingisthemostcorrectstatementaboutfuelcellsandsecondarycells?A. Fuelcellscanberechargedlikesecondarycells.B. Fuelcellsproducethermalenergy,whereassecondarycellsdonotproducethermalenergy.C. Theanodeinafuelcellispositive,whereastheanodeinasecondarycellisnegative.D. Fuelcellsdeliveraconstantvoltageduringtheiroperation,whereassecondarycellsreduceinvoltageasthey
discharge.
2020CHEMISTRYEXAM 6
SECTION A – continued
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Use the following information to answer Questions 9 and 10.Asolutioncalorimetercontaining350mLofwaterwassetup.Thecalorimeterwascalibratedelectricallyandthegraphoftheresultsisshownbelow.
Graph of temperature versus time during electrical calibration of solution calorimeter
22
21
20
19
18
170 30 60 90 120 150
time (s)180 210 240 270 300
temperature(°C)
Thecalorimeterwascalibratedusingacurrentof2.7A,startingat60s.Thecurrentwasappliedfor180sandtheappliedvoltagewas5.4V.
Question 9Whatisthecalibrationfactorforthiscalorimeter?A. 125J°C−1
B. 820J°C−1
C. 847J°C−1
D. 875J°C−1
Question 10ThistypeofcalorimeterA. hasnoheatloss.B. canbeusedforbombcalorimetry.C. requireselectricalcalibrationinordertodeterminethecalibrationfactor.D. measuresenergychangesthatcanbemeasuredinabombcalorimeter.
7 2020CHEMISTRYEXAM
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Question 11Whichoneofthefollowingstatementsiscorrect?A. Crudeoilcanbeclassifiedasabiofuelbecauseitoriginallycomesfromplants.B. Methane,CH4,canbeclassifiedasafossilfuelbecauseithasmajorenvironmentalimpacts.C. Ethanol,CH3CH2OH,canbeclassifiedasafossilfuelbecauseitcanbeproducedfromcrudeoil.D. Hydrogen,H2,canbeclassifiedasabiofuelbecause,whenitcombusts,itdoesnotproducecarbondioxide,
CO2.
Question 12Thediagrambelowrepresentsasectionofanenzyme.
NH2
CH2
H2C
CCHN
CO
H O
H
N
O
O
C CCN
HCH3
CH2
CH2
NH2
H
C
H
H2C
H2C
ThediagramcanbedescribedasaA. secondarystructureconsistingofglutamine,glycineandlysine.B. primarystructureconsistingofasparagine,glycineandlysine.C. secondarystructureconsistingofasparagine,alanineandlysine.D. primarystructureconsistingofglutamine,alanineandlysine.
Question 13Hydrogen,H2,fuelcellsandH2-poweredcombustionenginescanbothbeusedtopowercars.ThreestatementsaboutH2fuelcellsandH2-poweredcombustionenginesaregivenbelow:I NeitherH2fuelcellsnorH2-poweredcombustionenginesproducegreenhousegases.II LessH2isrequiredperkilometretravelledwhenusinganH2-poweredcombustionenginethanwhenusing
H2fuelcells.III MoreheatperkilogramofH2isgeneratedinanH2-poweredcombustionenginethaninH2fuelcells.
Whichofthestatementsabovearecorrect?A. IIonlyB. IandIIonlyC. IIIonlyD. IandIIIonly
2020CHEMISTRYEXAM 8
SECTION A – continued
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Use the following information to answer Questions 14 and 15.Themagnitudeoftheequilibriumconstant,Kc,at25°Cforthefollowingreactionis640.
N2(g)+3H2(g)⇌2NH3(g) ΔH=−92.3kJmol−1
Question 14Forthereaction
13N2(g)+H2(g)⇌
23 NH3(g),themagnitudeofKcat25°Cis
A. 9andΔH=−30.8kJmol−1
B. 213andΔH=−30.8kJmol−1
C. 640andΔH=−30.8kJmol−1
D. 640andΔH=−92.3kJmol−1
Question 15ForthereactionN2(g)+3H2(g)⇌2NH3(g)A. acatalystincreasesthenumberofcollisionsbetweenthereactants.B. therateoftheforwardreactionincreaseswhenthetemperatureincreases.C. acatalystreducestheactivationenergyoftheforwardandbackwardreactionsbythesameproportion.D. theactivationenergyoftheforwardreactionisgreaterthantheactivationenergyofthereversereaction.
9 2020CHEMISTRYEXAM
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Question 16Thefollowingtableprovidesinformationaboutthreeorganiccompounds,X,YandZ.
Compound Structural formula Molar mass (g mol–1)
Boiling point (°C)
X H H H
CH C C O
H H H
H
60 97
Y H
C C
O
O HH
H
60 118
Z H
C
H
H O C
O
H
60 ?
WhichoneofthefollowingisthebestestimatefortheboilingpointofCompoundZ?A. 31 °CB. 101°CC. 114°CD. 156°C
2020CHEMISTRYEXAM 10
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Question 17Thefollowingequationrepresentsthereactionbetweenchlorinegas,Cl2,andcarbonmonoxidegas,CO.
Cl2(g)+CO(g)⇌COCl2(g) ΔH =−108kJmol−1
Theconcentration–timegraphbelowrepresentschangestothesystem.
10 2 3 4 5time (min)
6 7 8 9 10
Cl2
CO
COCl2
concentration(M)
Whichofthefollowingidentifiesthechangestothesystemthattookplaceat1minuteandat7minutes?
1 minute 7 minutes
A. increaseintemperature increaseinvolume
B. decreaseintemperature decreaseinvolume
C. decreaseintemperature increaseinvolume
D. increaseintemperature decreaseinvolume
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Question 18 Anexperimentwascarriedouttodeterminetheenthalpyofcombustionofpropan-1-o1.Combustionof557mgofpropan-1-o1increasedthetemperatureof150gofwaterfrom22.1°Cto40.6°C.TheenthalpyofcombustionisclosesttoA. −2742kJmol−1
B. −1208kJmol−1
C. −1250kJmol−1
D. −1540kJmol−1
Question 19Nitrogendioxide,NO2,anddinitrogentetroxide,N2O4,formanequilibriummixturerepresentedbythefollowingequation.
2NO2(g)⇌N2O4(g) ΔH=−57.2kJmol−1
brown colourless
Achangewasmadeattimet1toanequilibriummixtureofNO2andN2O4,whichachievedanewequilibriumattimet2.Agraphshowingtherateoftheforwardreactionisshownbelow.
rate offorwardreaction
t1 t2time
Whichoneofthefollowingdescribesthechangethatwasmadetotheinitialequilibriumsystemandthecolourchangethatoccurredbetweent1andt2?A. Thetemperaturewasincreasedandthecolourlightened.B. Thetemperaturewasincreasedandthecolourdarkened.C. Thetemperaturewasdecreasedandthecolourlightened.D. Thetemperaturewasdecreasedandthecolourdarkened.
2020CHEMISTRYEXAM 12
SECTION A – continued
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Question 20Considerthefollowingchangesthatcouldbeappliedtotheoperatingparametersforachromatogramsetuptocarryouthigh-performanceliquidchromatography(HPLC)withapolarstationaryphaseandanon-polarmobilephase:I decreasingtheviscosityofthemobilephaseII usingamoretightlypackedstationaryphaseIII usingamobilephasethatismorepolarthanthestationaryphase
WhichofthechangeswouldbemostlikelytoreducetheretentiontimeofasugarintheHPLC?A. IonlyB. IandIIIonlyC. IIIonlyD. IIandIIIonly
Question 21Theinfra-red(IR)spectrumofanorganiccompoundisshownbelow.
100
50
0
transmittance(%)
4000 3000 2000
wave number (cm–1)
1500 1000 500
Data:SDBSWeb,<https://sdbs.db.aist.go.jp>, NationalInstituteofAdvancedIndustrialScienceandTechnology
ReferringtotheIRspectrumabove,thecompoundcouldbeA. CH3CH2COOCH3
B. CH3CH2CH2CHOC. NH2CH2CH2CONH2
D. NH2CH2CH2CHOHCH3
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SECTION A–continuedTURN OVER
Question 22 Thecombustionofwhichfuelprovidesthemostenergyper100g?A. pentane(M=72gmol−1),whichreleases49097MJtonne−1
B. nitromethane(M=61gmol−1),whichreleases11.63kJg−1
C. butanol(M=74gmol−1),whichreleases2670kJmol−1
D. ethyne(M=26gmol−1),whichreleases1300kJmol−1
Use the following information to answer Questions 23 and 24.Asolutionofcitricacid,C3H5O(COOH)3,wasanalysedbytitration.25.0mLaliquotsoftheC3H5O(COOH)3solutionweretitratedagainstastandardisedsolutionof0.0250Msodiumhydroxide,NaOH.Phenolphthaleinindicatorwasusedandtheaveragetitrewasfoundtobe24.0mL.
Question 23Basedonthetitration,theconcentrationofC3H5O(COOH)3inthesolutionwasA. 8.0×10−3MB. 8.7×10−3MC. 2.6×10−2MD. 7.2×10−2M
Question 24Whichoneofthefollowingwouldhaveresultedinaconcentrationthatishigherthantheactualconcentration?A. ThepipettewasrinsedwithNaOHsolution.B. ThepipettewasrinsedwithC3H5O(COOH)3solution.C. TheconicalflaskwasrinsedwithNaOHsolution.D. TheconicalflaskwasrinsedwithC3H5O(COOH)3solution.
Question 25Petrodieselismadeupofanumberofdifferentmolecules,includingC12H26.BiodieseloftencontainsC11H22O2.WhencomparingC12H26andC11H22O2,whichoneofthefollowingstatementsiscorrect?A. C12H26hasahigherviscosityduetothedispersionforcesbetweenthemolecules.B. C12H26islesshygroscopicasithasonlydispersionforcesbetweenthemolecules.C. C11H22O2hasahigherenergycontentwhenitcombustsasitcontainsoxygenatoms.D. C11H22O2producesmorecarbondioxidepermolewhenitcombustsduetoitshighermolecularweight.
2020CHEMISTRYEXAM 14
SECTION A – continued
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Question 26Thefollowingreactionsoccurinaprimarycellbattery.
Zn+2OH− →ZnO+H2O+2e−
2MnO2+2e−+H2O→Mn2O3+2OH−
Whichoneofthefollowingstatementsaboutthebatteryiscorrect?A. ThereactionproducesheatandZnreactsdirectlywithMnO2.B. ThereactionproducesheatandZndoesnotreactdirectlywithMnO2.C. ThereactiondoesnotproduceheatandZnreactsdirectlywithMnO2.D. ThereactiondoesnotproduceheatandZndoesnotreactdirectlywithMnO2.
Use the following information to answer Questions 27 and 28.Theheatofcombustionofethanoicacid,C2H4O2,is−876kJmol−1andtheheatofcombustionofmethylmethanoate,C2H4O2,is−973kJmol−1.Theauto-ignitiontemperature(thetemperatureatwhichasubstancewillcombustinairwithoutasourceofignition)ofethanoicacidis485°Candtheauto-ignitiontemperatureofmethylmethanoateis449°C.
Question 27 Whichoneofthefollowingpairsiscorrect?
Compound with the lower chemical energy per mole
Compound with the lower activation energy of combustion per mole
A. ethanoicacid methylmethanoate
B. ethanoicacid ethanoicacid
C. methylmethanoate methylmethanoate
D. methylmethanoate ethanoicacid
Question 28If0.1molofethanoicacidand0.1molofmethylmethanoatewerecompletelycombustedintwoseparateclosedvesselsunderidenticalconditions,theMaxwell-BoltzmanndistributionoftheproductgasesfromthecombustionofethanoicacidwouldbeA. broaderthantheMaxwell-Boltzmanndistributionofthemethylmethanoateproductgasesandthechemical
energyoftheproductgaseswouldbeidentical.B. narrowerthantheMaxwell-Boltzmanndistributionofthemethylmethanoateproductgasesandthechemical
energyoftheproductgaseswouldbeidentical.C. broaderthantheMaxwell-Boltzmanndistributionofthemethylmethanoateproductgasesandthechemical
energyoftheethanoicacidproductgaseswouldbehigher.D. narrowerthantheMaxwell-Boltzmanndistributionofthemethylmethanoateproductgasesandthechemical
energyoftheethanoicacidproductgaseswouldbehigher.
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END OF SECTION ATURN OVER
Question 29Whichofthefollowingcombinationsofbondscanbebrokenduringthebreakdownofaproteinthatapersonhaseaten?A. covalentbondsinthesecondarystructureandhydrogenbondsintheprimarystructureB. covalentbondsinthetertiarystructureandhydrogenbondsinthesecondarystructureC. covalentbondsinthesecondarystructureandhydrogenbondsinthetertiarystructureD. covalentbondsinthequaternarystructureandhydrogenbondsintheprimarystructure
Question 30Considerthefollowinghalf-equation.
ClO2(g)+e− ⇌ClO2−(aq)
Itisalsoknownthat:• ClO2(g)willoxidiseHI(aq),butnotHCl(aq)• Fe3+(aq)willoxidiseHI(aq),butnotNaClO2(aq).
Basedonthisinformation,Fe2+(aq)canbeoxidisedbyA. Cl2(g)andI2(aq).B. Cl2(g),butnotClO2(g).C. ClO2(g)andCl2(g),butnotI2(aq).D. Cl2(g),ClO2(g)andI2(aq).
2020CHEMISTRYEXAM 16
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SECTION B – Question 1–continued
Question 1 (9marks)Methanolisaveryusefulfuel.Itcanbemanufacturedfrombiogas.Themainreactioninmethanolproductionfrombiogasisrepresentedbythefollowingequation.
CO(g)+2H2(g)⇌ CH3OH(g) ΔH<0
Thisreaction requirestheuseofacatalysttomaximisetheyieldofmethanolproducedinoptimumconditions.Theenergyprofilediagrambelowrepresentstheuncatalysedreaction.
CO + 2H2
CH3OH
enthalpychange
(kJ mol–1)
reaction progress
a. Ontheenergyprofilediagramabove,sketchhowthecatalystwouldalterthereactionpathway. 1mark
SECTION B
Instructions for Section BAnswerallquestionsinthespacesprovided.Givesimplifiedanswerstoallnumericalquestions,withanappropriatenumberofsignificantfigures;unsimplifiedanswerswillnotbegivenfullmarks.Showallworkinginyouranswerstonumericalquestions;nomarkswillbegivenforanincorrectanswerunlessitisaccompaniedbydetailsoftheworking.Ensurechemicalequationsarebalancedandthattheformulasforindividualsubstancesincludeanindicationofstate,forexample,H2(g),NaCl(s).Unlessotherwiseindicated,thediagramsinthisbookarenotdrawntoscale.
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SECTION B – continuedTURN OVER
b. i. Howdoesthereactiontemperatureaffecttheyieldofmethanolfrombiogas?Inyouranswer,refertoLeChatelier’sprinciple. 2marks
ii. Howdoesthereactionpressureaffecttheyieldofmethanolfrombiogas?Inyouranswer,refertoLeChatelier’sprinciple. 2marks
c. Writetheexpressionfortheequilibriumconstant,Kc,forthisreaction. 1mark
d. 0.760molofcarbonmonoxide,CO,and0.525molofhydrogen,H2,wereallowedtoreachequilibriumina500mLcontainer.Atequilibriumthemixturecontained0.122molofmethanol.
Calculatetheequilibriumconstant,Kc. 3marks
2020CHEMISTRYEXAM 18
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SECTION B – Question 2–continued
Question 2 (8marks)Theelectrolysisofcarbondioxidegas,CO2,inwaterisonewayofmakingethanol,C2H5OH.ThediagrambelowshowsaCO2–H2Oelectrolysiscell.Theelectrolyteusedintheelectrolysiscellissodiumbicarbonatesolution,NaHCO3(aq).
CO2(g)
power+ –
Cu–Zn electrodegraphite electrode
NaHCO3(aq)
Thefollowinghalf-cellreactionsoccurintheCO2–H2Oelectrolysiscell.
O2(g)+2H2O(l)+4e− ⇌4OH−(aq) E0=+0.40V2CO2(g)+9H2O(l)+12e− ⇌C2H5OH(l)+12OH−(aq) E0=−0.33V
a. IdentifytheCu–Znelectrodeaseithertheanodeorthecathodeintheboxprovidedinthediagramabove. 1mark
b. Determinetheappliedvoltagerequiredfortheelectrolysiscelltooperate. 1mark
c. Writethebalancedequationfortheoverallelectrolysisreaction. 1mark
19 2020CHEMISTRYEXAM
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SECTION B – continuedTURN OVER
d. Identifytheoxidisingagentintheelectrolysisreaction.Giveyourreasoningusingoxidationnumbers. 2marks
e. Acurrentof2.70AispassedthroughtheCO2–H2Oelectrolysiscell.Thecellhasanefficiency of58%.
Calculatethetimetaken,inminutes,forthiscelltoconsume6.05×10−3molofCO2(g). 3marks
2020CHEMISTRYEXAM 20
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SECTION B – Question 3–continued
Question 3 (7marks)Belowisareactionpathwaybeginningwithhex-3-ene.
O O
Compound L
hex-3-ene
HBr(aq)
hexan-3-ol
H+(aq)/MnO4
– (aq)
Reagent(s)
H2SO4(l)
Compound M
Compound J
Compound K
a. WritetheIUPACnameofCompoundJintheboxprovided. 1mark
b. Statethereagent(s)requiredtoconverthex-3-enetohexan-3-olintheboxprovided. 1mark
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SECTION B – continuedTURN OVER
c. Drawthestructuralformulaforatertiaryalcoholthatisanisomerofhexan-3-ol. 1mark
d. Hexan-3-olisreactedwithCompoundMunderacidicconditionstoproduceCompoundL.
Drawthesemi-structuralformulaforCompoundMintheboxprovidedonpage20. 1mark
e. i. Drawthesemi-structuralformulaforCompoundKintheboxprovidedonpage20. 1mark
ii. Nametheclassoforganiccompound(homologousseries)towhichCompoundKbelongs. 1mark
f. WhattypeofreactionproducesCompoundKfromhexan-3-ol? 1mark
2020CHEMISTRYEXAM 22
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SECTION B – Question 4–continued
Question 4 (7marks)Researchscientistsaredevelopingarechargeablelithium–carbondioxide,Li–CO2,battery.TherechargeableLi–CO2batteryismadeoflithiummetal,carbonintheformofgraphite(coatedwithacatalyst)andanon-aqueouselectrolytethatabsorbsCO2.AdiagramoftherechargeableLi–CO2cellisshownbelow.OneLi–CO2cellgenerates4.5V.
CO2(g) CO2(g)
Li+
Li+
CO32– CO3
2–
lithium graphite
catalyst coating
non-aqueouselectrolyte
membrane
load
a. WhentheLi–CO2cellgenerateselectricity,thetwohalf-cellreactionsare
4Li++3CO2+4e− →2Li2CO3+CLi→Li++e−
Writetheequationfortheoverallrechargereaction. 1mark
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SECTION B – continuedTURN OVER
b. Duringdischarge,lithiumcarbonate,Li2CO3,depositsbreakawayfromtheelectrode.
Describehowthismightaffecttheperformanceofthebattery. 2marks
c. ExplainwhyitisunsafetouseanaqueouselectrolyteinthedesignoftheLi–CO2battery.Includeappropriateequationsinyouranswer. 3marks
d. CouldtheLi–CO2batterybeusedtoreducetheamountofCO2(g)intheatmosphere?Giveyourreasoning. 1mark
2020CHEMISTRYEXAM 24
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SECTION B – Question 5–continued
Question 5 (9marks)Bananasprovideessentialvitaminsandminerals,suchasvitaminB6andvitaminC,alongwithdietaryfibreandenergy.Duringtheripeningprocess,thebananachangesinappearance,textureandtaste.Aripebananacontainsahighamountofglucose,whereasanunripebananacontainsupto80%starch.
a. Writeabalancedequationforcellularrespiration. 1mark
b. Thestructureofadisaccharidefoundinaripebananaisshownbelow.
CH2OH
CH2OH
CH2OHO
HOOH
OH OH
OH
O
O
i. Onthestructureabove,circleandnamethelinkthatjoinsthetwosugarunitsthatmakeupthedisaccharide. 1mark
ii. Namethetwosugarunitsthatmakeupthisdisaccharide. 1mark
iii. Bananaskinsareprimarilycomposedofcellulose.
Suggestwhycellulosecannotbeusedasasourceofenergyinthehumanbody. 1mark
25 2020CHEMISTRYEXAM
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SECTION B – continuedTURN OVER
c. Thetablebelowshowstheamountofeachnutrientin100gofbanana.
Nutrient Per 100 g
protein 1.1g
carbohydrates 22.8g
fat 0.3g
dietaryfibre 2.6g
Anathleteuses300kJofenergyforafive-minuterun.Atypicalripebananahasanaveragemassof116gafteritispeeled.
Howmanytypicalripebananas,correcttotwodecimalplaces,wouldtheathleteneedtoconsumetoreplacetheenergyusedduringtherun?Showyourworking. 3marks
d. Duringtheripeningprocess,theenzymeamylasebreaksdownstarchmoleculesintodisaccharidesandmonosaccharides.
i. Whatnameisgiventothistypeofreaction? 1mark
ii. Theaminoacidlysineispresentintheprimarysequenceofamylase.
Drawthestructuralformulafortheaminoacidlysineinalow-pHsolution. 1mark
2020CHEMISTRYEXAM 26
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SECTION B – continued
Question 6 (8marks)Methanegas,CH4,canbecapturedfromthebreakdownofwasteinlandfills.CH4isalsoaprimarycomponentofnaturalgas.CH4canbeusedtoproduceenergythroughcombustion.
a. WritetheequationfortheincompletecombustionofCH4toproducecarbonmonoxide,CO. 1mark
b. If20.0gofCH4iskeptina5.0Lsealedcontainerat25°C,whatwouldbethepressureinthecontainer? 2marks
c. ABunsenburnerisusedtoheatabeakercontaining350.0gofwater.Completecombustionof0.485gofCH4raisesthetemperatureofthewaterfrom20°Cto32.3°C.
CalculatethepercentageoftheBunsenburner’senergythatislosttotheenvironment. 3marks
d. ComparetheenvironmentalimpactofCH4obtainedfromlandfilltotheenvironmentalimpactofCH4 obtainedfromnaturalgas. 2marks
27 2020CHEMISTRYEXAM
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SECTION B – Question 7–continuedTURN OVER
Question 7 (15marks)Insidetheshellofaneggiseggwhitethatencircleseggyolk.ThenutritioninformationforeggyolkandeggwhiteisgiveninTable1.
Table 1
Nutrient Per 100 g of egg yolk Per 100 g of egg white
energy 1437kJ 184kJ
fat 27.0g traceamounts
carbohydrate 0.0g 0.0g
protein 16.4g 10.8g
a. Poachinganegginvolvescrackinganeggandcarefullyplacingthecontentsinapanofhotwater.Thisallowstheeggwhitetosolidifyaroundtheeggyolk.
Usingyourknowledgeofchemistry,explainwhyvinegarissometimesaddedtothewatertoproduceapoachedeggwitharunnyyolk. 3marks
2020CHEMISTRYEXAM 28
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SECTION B – Question 7–continued
b. ThecompositionoffattyacidsfoundinaneggyolksampleisgiveninTable2.Themeltingpointsforthefirstthreefattyacidsareprovided.
Table 2
Fatty acid Percentage (%) Melting point (°C)
palmitic 25.9 63
stearic 9.1 69
palmitoleic 3.4 0
oleic 40.9
linoleic 16.3
linolenic 2.9
arachidonic 1.5
i. Thecompositionoffattyacidsinaneggyolkwasdeterminedbyreactingthefattyacidswithmethanoltoproducemethylestersandthenanalysingthemethylestersusingchromatography.
Explain,usingtheprinciplesofchromatography,howeachfattyacidintheeggyolksamplecanbeidentifiedandthepercentagedetermined. 3marks
29 2020CHEMISTRYEXAM
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SECTION B – continuedTURN OVER
ii. IdentifythefattyacidinTable2thatwouldhavethelowestflashpoint.Explainyouranswerintermsofboththe:• meltingpointtrendsshowninTable2• structureandbondingofthefattyacids. 4marks
c. i. Givethemolecularformulaandthemolarmassofthetriglycerideformedfromthreepalmitoleicacidmolecules. 2marks
ii. Calculatethemassofiodine,I2,ingrams,thatreactsinanadditionreactionwith100.0gofthetriglycerideformedfromthreepalmitoleicacidmolecules. 3marks
2020CHEMISTRYEXAM 30
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SECTION B – Question 8–continued
Question 8 (7marks)AnunknownorganiccompoundhasamolecularformulaofC4H8O.Thecompoundisnon-cyclicandcontainsadouble bond.Theinfra-red(IR)spectrumofthemoleculeisshownbelow.
100
50
04000 3000 2000 1500
wave number (cm–1)1000 500
transmittance(%)
Data:SDBSWeb,<https://sdbs.db.aist.go.jp>, NationalInstituteofAdvancedIndustrialScienceandTechnology
a. Whatdoestheregion3100–4000cm−1indicateaboutthebondsinC4H8O?Giveyourreasoning. 2marks
31 2020CHEMISTRYEXAM
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SECTION B – Question 8–continuedTURN OVER
b. The13CNMRspectrumoftheunknowncompoundhasfourdistinctpeaks.
Drawtwopossiblestructuralformulasoftheunknowncompoundusingtheinformationprovided. 2marks
2020CHEMISTRYEXAM 32
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SECTION B – Question 8–continued
c. Thehigh-resolution1HNMRspectrumoftheunknowncompoundhasthreesinglepeaks,asshownbelow.
11 10 9 8 7 6ppm
5 4 3 2 1 0
Data:SDBSWeb,<https://sdbs.db.aist.go.jp>, NationalInstituteofAdvancedIndustrialScienceandTechnology
Chemical shift (ppm) Relative peak area
1.82 3
3.53 3
3.85 2
33 2020CHEMISTRYEXAM
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SECTION B – continuedTURN OVER
Refertothe1HNMRspectrumandthetableofspectruminformationprovidedonpage32.
Identifythreepiecesofinformationabouttheunknowncompoundandindicatehoweachwouldassistindeterminingitsstructure. 3marks
1.
2.
3.
2020CHEMISTRYEXAM 34
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SECTION B – Question 9–continued
Question 9 (13marks)Astudentdecidedtoinvestigatetheeffectoftemperatureontherateofthefollowingreaction.
2HCl(aq)+CaCO3(s)→CaCl2(aq)+H2O(l)+CO2(g)
Partofthestudent’sexperimentalreportisprovidedbelow.
Effect of temperature on the rate of production of carbon dioxide gas
AimTofindouthowtemperatureaffectstherateofproductionofcarbondioxidegas,CO2,whenasolutionofhydrochloricacid,HCl,isaddedtochipsofcalciumcarbonate,CaCO3
Method1. Put0.6gofCaCO3chipsintoaconicalflask.2. Putareagentbottlecontaining2MHClintoawaterbathat5°C.3. WhenthetemperatureoftheHClsolutionhasstabilisedat5°C,useapipettetoput10.0mLoftheHCl
solutionintotheconicalflaskcontainingtheCaCO3chips.4. Putaballoonovertheconicalflaskandbegintiming.5. Whenthetopoftheballoonhasinflatedsothatitis10cmovertheconicalflask,stoptimingandrecordthe
time.6. Repeatsteps1–5usingtemperaturesof15°C,25°C,35°Cand45°C.
ResultsThefollowinggraphgivestheexperimentalresults.
Graph of experimental results
0 20 40time (s)
60 80 100
50
40
30
20
10
0
temperature(°C)
35 2020CHEMISTRYEXAM
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SECTION B – Question 9–continuedTURN OVER
a. Whatdoesthestudentneedtodotoensurethattheycomplywithallapplicablesafetyguidelinesduringtheinvestigation? 2marks
b. Whatistheindependentvariable? 1mark
c. Whatisthedependentvariableandhowisitmeasured? 2marks
d. i. Predicttherelationshipbetweentheindependentvariableandthedependentvariable.Explainyourprediction. 3marks
ii. Isthegraphofthestudent’sresultsconsistentwithyourprediction?Giveyourreasoning. 1mark
2020CHEMISTRYEXAM 36
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SECTION B–continued
e. Identifytwowaysinwhichthegraphcouldhavebeenpresenteddifferentlytobetterillustratetherelationshipbetweentheindependentvariableandthedependentvariable. 2marks
f. Identifytwochangesthatcouldbemadetotheexperimentalmethodtoimprovetheprecisionoftheresultsiftheexperimentwasrepeated.Foreachchange,explainhowitwouldimproveprecision. 2marks
37 2020CHEMISTRYEXAM
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SECTION B – continuedTURN OVER
CONTINUES OVER PAGE
2020CHEMISTRYEXAM 38
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SECTION B – Question 10–continued
Question 10 (7marks)
Analyticalchemistrydealswithmethodsfordeterminingthechemicalcompositionofsamplesofmatter.Aqualitativemethodyieldsinformationabouttheidentityofatomicormolecularspeciesorthefunctionalgroupsinthesample…Analyticalmethodsareoftenclassifiedasbeingeitherclassicalorinstrumental.
Source:DASkoog,FJHollerandSRCrouch,Principles of Instrumental Analysis, 6thedition,ThomsonBrooks/Cole,Belmont(CA),2007,p.1
Classicalmethodsincludequalitativeanalysis,suchastreatingacompoundwithreagentstoobserveanyreaction,andquantitativemethods,suchasvolumetricanalysis,wheretheamountofacompoundisdeterminedbyitsreactionwithastandardreagent.Instrumentalmethodsincludeavarietyofspectroscopy,suchasIRspectroscopyandNMRspectroscopy.
a. Explainhowtheclassicalmethodsofanalyticalchemistrycanbeusedtodetermineinformationaboutalcohols.Inyouranswer,referto:• qualitativeanalysisandhowitcanbeusedtodeterminewhetheracompoundisanalcoholand,ifit
is,thetypeofalcohol• quantitativeanalysis. 3marks
39 2020CHEMISTRYEXAM
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b. C3H6Ocanexistasaketoneorasaprimaryalcohol.
ExplainhowtheprinciplesofIRspectroscopyand1HNMRspectroscopyleadtodifferentspectrafortheketoneandprimaryalcoholisomersofC3H6O,whichcanthenbeusedtodifferentiatebetweenthetwomolecules. 4marks
END OF QUESTION AND ANSWER BOOK
Instructions
This data book is provided for your reference. A question and answer book is provided with this data book.
Students are NOT permitted to bring mobile phones and/or any other unauthorised electronic devices into the examination room.
CHEMISTRYWritten examination
DATA BOOK
© VICTORIAN CURRICULUM AND ASSESSMENT AUTHORITY 2020
Victorian Certificate of Education 2020
CHEMISTRY DATA BOOK 2
Table of contents Page
1. Periodic table of the elements 3
2. Electrochemical series 4
3. Chemical relationships 5
4. Physical constants and standard values 5
5. Unit conversions 6
6. Metric(includingSI)prefixes 6
7. Acid-base indicators 6
8. Representations of organic molecules 7
9. Formulas of some fatty acids 7
10. Formulas of some biomolecules 8–9
11. Heats of combustion of common fuels 10
12. Heats of combustion of common blended fuels 10
13. Energy content of food groups 10
14. Characteristic ranges for infra-red absorption 11
15. 13C NMR data 11
16. 1H NMR data 12–13
17. 2-aminoacids(α-aminoacids) 14–15
3 CHEMISTRY DATA BOOK
TURN OVER
1. P
erio
dic t
able
of t
he el
emen
ts
1 H
1.0
hydr
ogen
2 He
4.0
heliu
m
3 Li
6.9
lithi
um
4 Be
9.0
bery
llium
5 B
10.8
bo
ron
6 C
12.0
ca
rbon
7 N
14.0
ni
troge
n
8 O
16.0
oxygen
9 F 19.0
fluorine
10
Ne
20.2
ne
on
11
Na
23.0
so
dium
12
Mg
24.3
m
agne
sium
13
Al
27.0
al
umin
ium
14
Si
28.1
si
licon
15
P 31.0
ph
osph
orus
16
S 32.1
su
lfur
17
Cl
35.5
ch
lorin
e
18
Ar
39.9
ar
gon
19
K
39.1
po
tass
ium
20
Ca
40.1
ca
lciu
m
21
Sc
45.0
sc
andi
um
22
Ti
47.9
tit
aniu
m
23
V
50.9
va
nadi
um
24
Cr
52.0
ch
rom
ium
25
Mn
54.9
m
anga
nese
26
Fe
55.8
iro
n
27
Co
58.9
co
balt
28
Ni
58.7
ni
ckel
29
Cu
63.5
co
pper
30
Zn
65.4
zi
nc
31
Ga
69.7
ga
llium
32
Ge
72.6
ge
rman
ium
33
As
74.9
ar
seni
c
34
Se
79.0
se
leni
um
35
Br
79.9
br
omin
e
36
Kr
83.8
kr
ypto
n
37
Rb
85.5
ru
bidi
um
38
Sr
87.6
st
ront
ium
39
Y
88.9
yt
trium
40
Zr
91.2
zi
rcon
ium
41
Nb
92.9
ni
obiu
m
42
Mo
96.0
m
olyb
denu
m
43
Tc
(98)
te
chne
tium
44
Ru
101.
1 ru
then
ium
45
Rh
102.
9 rh
odiu
m
46
Pd
106.
4 pa
lladi
um
47
Ag
107.
9 si
lver
48
Cd
112.
4 ca
dmiu
m
49
In
114.
8 in
dium
50
Sn
118.
7 tin
51
Sb
121.
8 an
timon
y
52
Te
127.
6 te
lluriu
m
53
I 12
6.9
iodi
ne
54
Xe
131.
3 xenon
55
Cs
132.
9 ca
esiu
m
56
Ba
137.
3 ba
rium
57–7
1 la
ntha
noid
s
72
Hf
178.
5 ha
fniu
m
73
Ta
180.
9 ta
ntal
um
74
W
183.
8 tu
ngst
en
75
Re
186.
2 rh
eniu
m
76
Os
190.
2 os
miu
m
77
Ir
192.
2 iri
dium
78
Pt
195.
1 pl
atin
um
79
Au
197.
0 go
ld
80
Hg
200.
6 m
ercu
ry
81
Tl
204.
4 th
alliu
m
82
Pb
207.
2 le
ad
83
Bi
209.
0 bi
smut
h
84
Po
(210
) po
loni
um
85
At
(210
) as
tatin
e
86
Rn
(222
) ra
don
87
Fr
(223
) fr
anci
um
88
Ra
(226
) ra
dium
89–1
03
actin
oids
104
Rf
(261
) ru
ther
ford
ium
105
Db
(262
) du
bniu
m
106
Sg
(266
) se
abor
gium
107
Bh
(264
) bo
hriu
m
108
Hs
(267
) ha
ssiu
m
109
Mt
(268
) m
eitn
eriu
m
110
Ds
(271
) da
rmst
adtiu
m
111
Rg
(272
) ro
entg
eniu
m
112
Cn
(285
) co
pern
iciu
m
113
Nh
(280
) ni
honi
um
114
Fl
(289
) flerovium
115
Mc
(289
) m
osco
vium
116
Lv
(292
) liv
erm
oriu
m
117
Ts
(294
) te
nnes
sine
118
Og
(294
) og
anes
son
57
La
138.
9 la
ntha
num
58
Ce
140.
1 ce
rium
59
Pr
140.
9 pr
aseo
dym
ium
60
Nd
144.
2 ne
odym
ium
61
Pm
(145
) pr
omet
hium
62
Sm
150.
4 sa
mar
ium
63
Eu
152.
0 eu
ropi
um
64
Gd
157.
3 ga
dolin
ium
65
Tb
158.
9 te
rbiu
m
66
Dy
162.
5 dy
spro
sium
67
Ho
164.
9 ho
lmiu
m
68
Er
167.
3 er
bium
69
Tm
16
8.9
thul
ium
70
Yb
173.
1 yt
terb
ium
71
Lu
175.
0 lu
tetiu
m
89
Ac
(227
) ac
tiniu
m
90
Th
232.
0 th
oriu
m
91
Pa
231.
0 pr
otac
tiniu
m
92
U
238.
0 ur
aniu
m
93
Np
(237
) ne
ptun
ium
94
Pu
(244
) pl
uton
ium
95
Am
(2
43)
amer
iciu
m
96
Cm
(2
47)
curiu
m
97
Bk
(247
) be
rkel
ium
98
Cf
(251
) ca
lifor
nium
99
Es
(252
) ei
nste
iniu
m
100
Fm
(257
) fe
rmiu
m
101
Md
(258
) m
ende
levi
um
102
No
(259
) no
beliu
m
103
Lr
(262
) la
wre
nciu
m
The
valu
e in
bra
cket
s ind
icat
es th
e m
ass n
umbe
r of t
he lo
nges
t-liv
ed is
otop
e.
79
Au
197.
0 go
ld
atom
ic n
umbe
r
rela
tive
atom
ic m
ass
sym
bol o
f ele
men
t
nam
e of
ele
men
t
CHEMISTRY DATA BOOK 4
2. Electrochemical series
Reaction Standard electrode potential (E0) in volts at 25 °C
F2(g) + 2e– ⇌ 2F–(aq) +2.87
H2O2(aq) + 2H+(aq) + 2e– ⇌ 2H2O(l) +1.77
Au+(aq) + e– ⇌ Au(s) +1.68
Cl2(g) + 2e– ⇌ 2Cl–(aq) +1.36
O2(g) + 4H+(aq) + 4e– ⇌ 2H2O(1) +1.23
Br2(l) + 2e– ⇌ 2Br–(aq) +1.09
Ag+(aq) + e– ⇌ Ag(s) +0.80
Fe3+(aq) + e– ⇌ Fe2+(aq) +0.77
O2(g) + 2H+(aq) + 2e– ⇌ H2O2(aq) +0.68
I2(s) + 2e– ⇌ 2I–(aq) +0.54
O2(g) + 2H2O(l) + 4e– ⇌ 4OH–(aq) +0.40
Cu2+(aq) + 2e– ⇌ Cu(s) +0.34
Sn4+(aq) + 2e– ⇌ Sn2+(aq) +0.15
S(s) + 2H+(aq) + 2e– ⇌ H2S(g) +0.14
2H+(aq) + 2e– ⇌ H2(g) 0.00
Pb2+(aq) + 2e– ⇌ Pb(s) –0.13
Sn2+(aq) + 2e– ⇌ Sn(s) –0.14
Ni2+(aq) + 2e– ⇌ Ni(s) –0.25
Co2+(aq) + 2e– ⇌ Co(s) –0.28
Cd2+(aq) + 2e– ⇌ Cd(s) –0.40
Fe2+(aq) + 2e– ⇌ Fe(s) –0.44
Zn2+(aq) + 2e– ⇌ Zn(s) –0.76
2H2O(l) + 2e– ⇌ H2(g) + 2OH–(aq) –0.83
Mn2+(aq) + 2e– ⇌ Mn(s) –1.18
Al3+(aq) + 3e– ⇌ Al(s) –1.66
Mg2+(aq) + 2e– ⇌ Mg(s) –2.37
Na+(aq) + e– ⇌ Na(s) –2.71
Ca2+(aq) + 2e– ⇌ Ca(s) –2.87
K+(aq) + e– ⇌ K(s) –2.93
Li+(aq) + e– ⇌ Li(s) –3.04
5 CHEMISTRY DATA BOOK
TURN OVER
3. Chemical relationships
Name Formula
number of moles of a substance n mM
n cV n VVm
= = =; ;
universal gas equation pV = nRT
calibration factor (CF) for bomb calorimetry CF = VItT∆
heat energy released in the combustion of a fuel q = mc∆T
enthalpy of combustion ∆H qn
=
electric charge Q = It
number of moles of electrons n e QF
( )− =
4. Physical constants and standard values
Name Symbol Value
Avogadro constant NA or L 6.02 × 1023 mol–1
charge on one electron (elementary charge) e –1.60 × 10–19 C
Faraday constant F 96 500 C mol–1
molar gas constant R 8.31 J mol–1 K–1
molar volume of an ideal gas at SLC (25 °C and 100 kPa)
Vm 24.8 L mol–1
specificheatcapacityofwater c 4.18 kJ kg–1 K–1 or 4.18 J g–1 K–1
density of water at 25 °C d 997 kg m–3 or 0.997 g mL–1
CHEMISTRY DATA BOOK 6
5. Unit conversions
Measured value Conversion
0 °C 273 K
100 kPa 750 mm Hg or 0.987 atm
1 litre (L) 1 dm3 or 1 × 10–3 m3 or 1 × 103 cm3 or 1 × 103 mL
6. Metric (including SI) prefixes
Metric (including SI)
prefixes
Scientific notation Multiplying factor
giga (G) 109 1 000 000 000
mega (M) 106 1 000 000
kilo (k) 103 1000
deci (d) 10–1 0.1
centi (c) 10–2 0.01
milli (m) 10–3 0.001
micro (μ) 10–6 0.000001
nano (n) 10–9 0.000000001
pico (p) 10–12 0.000000000001
7. Acid-base indicators
Name pH range Colour change from lower pH to higher pH in range
thymol blue (1st change) 1.2–2.8 red → yellow
methyl orange 3.1– 4.4 red → yellow
bromophenol blue 3.0– 4.6 yellow → blue
methyl red 4.4– 6.2 red → yellow
bromothymol blue 6.0–7.6 yellow → blue
phenol red 6.8–8.4 yellow → red
thymol blue (2nd change) 8.0–9.6 yellow → blue
phenolphthalein 8.3–10.0 colourless → pink
7 CHEMISTRY DATA BOOK
TURN OVER
8. Representations of organic moleculesThefollowingtableshowsdifferentrepresentationsoforganicmolecules,usingbutanoicacidasanexample.
Formula Representation
molecular formula C4H8O2
structural formula
C
H
H
C
H
H
C
H
H
C
HO
O
H
semi-structural (condensed) formula CH3CH2CH2COOH or CH3(CH2)2COOH
skeletal structure O
OH
9. Formulas of some fatty acids
Name Formula Semi-structural formula
lauric C11H23COOH CH3(CH2)10COOH
myristic C13H27COOH CH3(CH2)12COOH
palmitic C15H31COOH CH3(CH2)14COOH
palmitoleic C15H29COOH CH3(CH2)4CH2CH=CHCH2 (CH2)5CH2COOH
stearic C17H35COOH CH3(CH2)16COOH
oleic C17H33COOH CH3(CH2)7CH=CH(CH2)7COOH
linoleic C17H31COOH CH3(CH2)4(CH=CHCH2)2(CH2)6COOH
linolenic C17H29COOH CH3CH2(CH=CHCH2)3(CH2)6COOH
arachidic C19H39COOH CH3(CH2)17CH2COOH
arachidonic C19H31COOH CH3(CH2)4(CH=CHCH2)3CH=CH(CH2)3COOH
CHEMISTRY DATA BOOK 8
10. Formulas of some biomolecules
C
C
C
H
H
OH
OH
OH
H
H
H
glycerol
sucrose
OH OH
OH OHHO
O O
O
CH2OH CH2OH
CH2OH
HO
β-fructose
OH
OH
OCH2OH
CH2OH
α-glucose
OH
OHHO
O
OH
CH2OH
α-lactoseOH
OH
HO O OCH2OH
OH
OHOH
OCH2OH
9 CHEMISTRY DATA BOOK
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OH
OH
O
O O
CH2OH
OH
OH
O
O
CH2OH
OH
OH
O
O
CH2
OH
OH
O
O
CH2OH
amylopectin (starch)
O
OH
OH
O
O O
CH2OH
OH
OH
O
O
CH2OH
OH
OH
O
O
CH2OH
amylose (starch)
n
OH
OH
n
cellulose
OH
OH
O
O
O
O
CH2OH
CH2OH
CHEMISTRY DATA BOOK 10
11. Heats of combustion of common fuelsThe heats of combustion in the following table are calculated at SLC (25 °C and 100 kPa) with combustion products being CO2 and H2O.Heatofcombustionmaybedefinedastheheatenergyreleasedwhenaspecifiedamountofasubstanceburnscompletelyinoxygenandis,therefore,reportedasapositivevalue,indicating a magnitude. Enthalpy of combustion, ∆H, for the substances in this table would be reported as negativevalues,indicatingtheexothermicnatureofthecombustionreaction.
Fuel Formula State Heat of combustion (kJ g–1)
Molar heat of combustion (kJ mol–1)
hydrogen H2 gas 141 282
methane CH4 gas 55.6 890
ethane C2H6 gas 51.9 1560
propane C3H8 gas 50.5 2220
butane C4H10 gas 49.7 2880
octane C8H18 liquid 47.9 5460
ethyne (acetylene) C2H2 gas 49.9 1300
methanol CH3OH liquid 22.7 726
ethanol C2H5OH liquid 29.6 1360
12. Heats of combustion of common blended fuelsBlendedfuelsaremixturesofcompoundswithdifferentmixtureratiosand,hence,determinationofagenericmolar enthalpy of combustion is not realistic. The values provided in the following table are typical values for heats of combustion at SLC (25 °C and 100 kPa) with combustion products being CO2 and H2O. Values for heats of combustion will vary depending on the source and composition of the fuel.
Fuel State Heat of combustion (kJ g–1)
kerosene liquid 46.2
diesel liquid 45.0
natural gas gas 54.0
13. Energy content of food groups
Food Heat of combustion (kJ g–1)
fats and oils 37
protein 17
carbohydrate 16
11 CHEMISTRY DATA BOOK
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14. Characteristic ranges for infra-red absorption
Bond Wave number (cm–1)
Bond Wave number (cm–1)
C–Cl (chloroalkanes) 600–800 C=O (ketones) 1680–1850
C–O (alcohols, esters, ethers) 1050–1410 C=O (esters) 1720–1840
C=C (alkenes) 1620–1680 C–H (alkanes, alkenes, arenes) 2850–3090
C=O (amides) 1630–1680 O–H (acids) 2500–3500
C=O (aldehydes) 1660–1745 O–H (alcohols) 3200–3600
C=O (acids) 1680–1740 N–H (amines and amides) 3300–3500
15. 13C NMR dataTypical 13C shift values relative to TMS = 0These can differ slightly in different solvents.
Type of carbon Chemical shift (ppm)
R–CH3 8–25
R–CH2–R 20– 45
R3–CH 40–60
R4–C 36– 45
R–CH2–X 15–80
R3C–NH2, R3C–NR 35–70
R–CH2–OH 50–90
RC CR 75–95
R2C=CR2 110–150
RCOOH 160–185
OR
ROC
165–175
OR
HC
190–200
R2C O 205–220
CHEMISTRY DATA BOOK 12
16. 1H NMR dataTypical proton shift values relative to TMS = 0These can differ slightly in different solvents. The shift refers to the proton environment that is indicated in bold letters in the formula.
Type of proton Chemical shift (ppm)
R–CH3 0.9–1.0
R–CH2–R 1.3–1.4
RCH=CH–CH3 1.6–1.9
R3–CH 1.5
or CH3
ORC
OCH3
NHR
CO
2.0
CH3R
C
O
2.1–2.7
R–CH2–X (X = F, Cl, Br or I) 3.0– 4.5
R–CH2–OH, R2–CH–OH 3.3– 4.5
R
NHCH2R
CO
3.2
R—O—CH3 or R—O—CH2R 3.3–3.7
O C
O
CH32.3
R
OCH2R
CO
3.7– 4.8
R–O–H 1–6(varies considerably under different conditions)
R–NH2 1–5
RHC=CHR 4.5–7.0
OH 4.0–12.0
13 CHEMISTRY DATA BOOK
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Type of proton Chemical shift (ppm)
H 6.9–9.0
R
NHCH2R
CO
8.1
R
H
CO
9.4 –10.0
RH
CO
O9.0–13.0
CHEMISTRY DATA BOOK 14
17. 2-amino acids (α-amino acids)Thetablebelowprovidessimplifiedstructurestoenablethedrawingofzwitterions,theidentificationofproducts of protein hydrolysis and the drawing of structures involving condensation polymerisation of amino acid monomers.
Name Symbol Structure
alanine Ala
H2N CH COOH
CH3
arginine Arg
H2N CH COOH
CH2 CH2 CH2 NH
NH
C NH2
asparagine Asn
H2N CH COOH
CH2
O
C NH2
aspartic acid Asp
H2N CH COOH
CH2 COOH
cysteine Cys
H2N CH COOH
CH2 SH
glutamic acid Glu
H2N CH COOH
CH2 CH2 COOH
glutamine Gln
H2N CH COOH
CH2 CH2
O
C NH2
glycine Gly H2N CH2 COOH
histidine His
H2N CH COOH
CH2 NH
N
isoleucine Ile
H2N CH COOH
CH3 CH CH2 CH3
15 CHEMISTRY DATA BOOK
END OF DATA BOOK
Name Symbol Structure
leucine Leu
H2N CH COOH
CH2
CH3 CH CH3
lysine Lys
H2N CH COOH
CH2 CH2 CH2 CH2 NH2
methionine Met
H2N CH COOH
CH2 CH2 S CH3
phenylalanine Phe
H2N CH
CH2
COOH
proline Pro COOH
HN
serine Ser
H2N CH COOH
CH2 OH
threonine Thr
H2N CH COOH
CH3 CH OH
tryptophan Trp
H2N CH
CH2
COOH
HN
tyrosine Tyr OH
H2N CH
CH2
COOH
valine Val
H2N CH COOH
CH3 CH CH3