Te Mātauranga Matū, Kaupae 2, 2018 · 2018. 10. 26. · waihā, KOH. I tō tuhinga me: • tautohu ngā āhuatanga o te whakahohe KOH • whakamārama ngā momo tauhohenga ka puta

911655

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9 11 6 5 M

© Mana Tohu Mātauranga o Aotearoa, 2018. Pūmau te mana. Kia kaua rawa he wāhi o tēnei tuhinga e whakahuatia ki te kore te whakaaetanga tuatahi a te Mana Tohu Mātauranga o Aotearoa.

MĀ TE KAIMĀKA ANAKE

TAPEKE

Te Mātauranga Matū, Kaupae 2, 201891165M Te whakaatu māramatanga ki ngā āhuatanga o

ētahi pūhui whaiwaro

9.30 i te ata Rāhina 26 Whiringa-ā-rangi 2018 Whiwhinga: Whā

Paetae Kaiaka KairangiTe whakaatu māramatanga ki ngā āhuatanga o ētahi pūhui whaiwaro.

Te whakaatu māramatanga hōhonu ki ngā āhuatanga o ētahi pūhui whaiwaro.

Te whakaatu māramatanga matawhānui ki ngā āhuatanga o ētahi pūhui whaiwaro.

Tirohia mēnā e rite ana te Tau Ākonga ā-Motu (NSN) kei runga i tō puka whakauru ki te tau kei runga i tēnei whārangi.

Me whakamātau koe i ngā tūmahi KATOA kei roto i tēnei pukapuka.

He taka pūmotu kua whakaritea ki te Puka Rauemi L2-CHEMMR.

Mēnā ka hiahia whārangi atu anō koe mō ō tuhinga, whakamahia ngā whārangi wātea kei muri o tēnei pukapuka, ka āta tohu ai i te tau tūmahi.

Tirohia mēnā e tika ana te raupapatanga o ngā whārangi 2 –19 kei roto i tēnei pukapuka, ā, kāore tētahi o aua whārangi i te takoto kau.

ME HOATU RAWA KOE I TĒNEI PUKAPUKA KI TE KAIWHAKAHAERE Ā TE MUTUNGA O TE WHAKAMĀTAUTAU.

Te Mātauranga Matū 91165M, 2018

MĀ TE KAIMĀKA

ANAKE

TŪMAHI TUATAHI

(a) Whakaotihiatetūtohiewhaiakenei.

Pūhui Ingoa nahanaha IUPAC

CH2 CH CH2 CH2 CH3

CH3 CH CH CH3

CH3 OH

waikawapōwaro2-waihā

(b) Tātuhiangātātaihangangaongārāpoingotawaiwarotahihaumāotatuatahi,tuaruametetuatoruhepoinanahahangangametetātairāpoingotaC4H9Cl.

Whakarōpūtanga o te waiwaro tahi haumāota

Ture tātai hanganga

Tuatahi

Tuarua

Tuatoru

2

QUESTION ONE

(a) Completethefollowingtable.

Compound IUPAC (systematic name)

CH2 CH CH2 CH2 CH3

CH3 CH CH CH3

CH3 OH

2-hydroxypropanoicacid

(b) Drawstructuralformulaeforprimary,secondary,andtertiarychloroalkanemoleculesthatareconstitutional(structural)isomerswiththemolecularformulaC4H9Cl.

Classification of chloroalkane Structural formula

Primary

Secondary

Tertiary

3

Chemistry 91165, 2018

ASSESSOR’S USE ONLY


MĀ TE KAIMĀKA

ANAKE

(c) HewaerautePerspex®ewhakamahiaanaituaatuitekarāheitemeahepūata,māmā,ā,kāoreepākarukaru.Kataeatemahimaiitewaetahiewhakaaturiaanairaro.

H CH3

H COOCH3

C C

(i) Kitetapawhāiraro,tātuhiakiaTORUngāwaetāruaruaotewaeraukaputa.

(ii) Meparahaumēnāhepoinanaha(cis-trans)āhuahangatewaetahiiwhakamahiaheiwhakaputaitePerspex®mātewhakamāramaingāāhuatangaehiahiatiaanamōtēneimomopoinanaha.

4

(c) Perspex®isapolymerusedasanalternativetoglassasitistransparent,lightweight,andshatterresistant.Itcanbemadefromthemonomershownbelow.

H CH3

H COOCH3

C C

(i) Intheboxbelow,drawTHREErepeatingunitsofthepolymerformed.

(ii) JustifywhetherornotthemonomerusedtoproducePerspex®isageometric(cis-trans)isomerbyexplainingthefeaturesrequiredforthistypeofisomerism.

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MĀ TE KAIMĀKA

ANAKE

(d) Inawhakahoheatewaiwarorua-1-pūwarokiaputaaitepūwaropūkane,C4H9Br,eruangāhuawhaiwarokaputa.

Tātarihiatēneitauhohengamāte:

• tuhiitewhakahoheehiahiatiaana

• tautohuitemomotauhohengameteparahauitōkōwhiringa

• whakamāramaheahatetakeheranungaongāhuawhaiwaro.

Metautokotōwhakautumātetātuhiingātātaihangangamōtewaiwarorua-1-pūwaromengāhuawhaiwaro.

6

(d) Whenbut-1-eneisreactedtoformbromobutane,C4H9Br,twoorganicproductsareformed.

Analysethisreactionby:

• statingthereagentrequired

• identifyingthetypeofreactionandjustifyingyourchoice

• explainingwhythereisamixtureoforganicproducts.

Supportyouranswerbydrawingstructuralformulaeforbut-1-eneandtheorganicproducts.

7




MĀ TE KAIMĀKA

ANAKE

TŪMAHI TUARUA

(a) Kāorehetapangaongāpātaraeruaongāwēwhaiwarokanokorererekē.Emōhiotiaanakoteamine-1-pōwaro,CH3CH2CH2NH2,metewaikawaewaro,CH3COOH.

(i) Mewhakamāramamepēheatōtautohuiēneiwēeruamātewhakamahianakeitekonutaihauwaipākawawarototoka,NaHCO3(s).

(ii) Tuhiatetātaihangangameteingoamōtehuaotetauhohengaiwaengaite

amine-1-pōwaro,CH3CH2CH2NH2,metewaikawaewaro,CH3COOHkiaputa aihepāhare.

CH3CH2CH2NH2(aq) + CH3COOH(aq)

Ingoa:

→

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QUESTION TWO

(a) Twobottlesofdifferentcolourlessorganicliquidsareunlabelled.Theyareknowntobe propan-1-amine,CH3CH2CH2NH2,andethanoicacid,CH3COOH.

(i) Explainhowyoucouldidentifythesetwoliquidsusingonlysolidsodiumhydrogencarbonate,NaHCO3(s).

(ii) Givethestructuralformulaandnamefortheproductofthereactionbetween

propan-1-amine,CH3CH2CH2NH2,andethanoicacid,CH3COOHtoformasalt.

CH3CH2CH2NH2(aq) + CH3COOH(aq)

Name:

→

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MĀ TE KAIMĀKA

ANAKE

(b) Etoruatuanōngāpātarakoretapangaongāwēwhaiwarokanokoreemōhiotiaanahewhaiowaro,waiwarorua-1-owaro,metewaihāewaro.

Tuhiahehātepeheitautohuiiawēneimātewhakamahianakeitewaipūkane,Br2(aq),metewai,H2O.

Itōwhakautumewhakamāramaekoengākitengakaputa.

Heiahatewhakauruwhāritekitōwhakautu.

(c) Kanuiatuitekotahingāupanemōngātauhohengawhaiwaromahaheiwhakawhitimaiitētahirāpoingotawhaiwarokitētahiatu.

Eruangāupaneehiahiatiaanaheiwhakaputaiteamine-2-pēwaromaiitewaiwaihā.

Whakamahiangāmōhiohiokuatukunaheitātariingātauhohenga.

(i) Tātuhiangātātaihangangaongāpūhui,katapaingāwhakahohekeirotoitetukanga,kingātapawhākeitewhārangi12.

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MĀ TE KAIMĀKA

ANAKE

waiwaihā X

Whakahohe 1:

rāpoi ngota whaiwaro Y

amine-2-pēwaro

Whakahohe 2:

(ii) Whakamāramawhānuitiangākōreromōngātauhohengakeitemahereirunga.

Itōtuhingametautohuekoe:

• ngāāhuatangaehiahiatiaanamōiaupaneotewhakawhititanga

• ngāingoaotewaiwaihāXmeterāpoingotawhaiwaroY

• temomotauhohengaeputaanamōiaupaneotewhakawhititanga.

11

(b) Threemoreunlabelledbottlesofcolourlessorganicliquidsareknowntocontainhexane,hex-1-ene,andethanol.

Writeaproceduretoidentifyeachoftheseliquidsusingonlybrominewater,Br2(aq),andwater,H2O.

Inyouransweryoushouldexplainanyobservationsthatwouldbemade.

Youdonotneedtoincludeequationsinyouranswer.

(c) Manyorganicreactionstakemorethanonestepinordertoconvertfromoneorganicmoleculetoanother.

Twostepsarerequiredtoproducepentan-2-aminefromanalcohol.

Usetheinformationgiventoanalysethereactions.

(i) Drawthestructuralformulaeofthecompounds,andnamethereagentsinvolvedintheprocess,intheboxesonpage13.

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alcohol X

Reagent 1:

organic molecule Y

pentan-2-amine

Reagent 2:

(ii) Elaborateonthereactionsintheschemeabove.

Inyouransweryoushouldidentify:

• anyconditionsneededforeachstepoftheconversion

• thenamesofalcoholXandorganicmoleculeY

• thetypeofreactionthatisoccurringforeachstepoftheconversion.

13




MĀ TE KAIMĀKA

ANAKE

TŪMAHI TUATORU

Ewhakaatuanangākauwhatairaroingāiaongāāhuatangaōkikoeruaongāwaiwaihā.

0 0123456789

1 43 5 6 7 8 9 10 112 3Te maha o ngā ngota waro Te maha o ngā ngota waro

4 5

20

40

60

80

100

120

140

160

Pae

koro

pupū

/ °C

Meh

ameh

anga

/ g

/ 110

g o

te w

ai

Pae koropupū o ngā waiwaihā Mehamehanga o ngā waiwaihā i te wai

(a) Tautohuangāiaewhakaaturiaanakingākauwhatairunga.

(b) Kaputaitewhakahoheitepōwaro2-haumāotakitekonurehuwaihā,KOH,kongāhuarerekēnāngātauhohengarerekēeputaana.

(i) Whakamāramawhānuitiangātauhohengaotepōwaro2-haumāotakitekonurehuwaihā,KOH.

Itōtuhingame:

• tautohungāāhuatangaotewhakahoheKOH

• whakamāramangāmomotauhohengakaputaitewhakahohekeiiaāhuatanga

• tātuhiangātātaihangangaongāhuawhaiwaro.

14


MĀ TE KAIMĀKA

ANAKE

(ii) Whakamāramawhānuitiangāwhakamātautaumatūkataeatewhakamahiheitautohuingārōpūmahingaongāhuawhaiwaroiputaitewāhanga(i).

Itōtuhinga,me:

• tautohungāmatūmengāāhuatangaehiahiatiaana

• whakaahuangākitenga

• tuhitemomotauhohengakeiteputa

• whakamāramatetakekāoreetaeatemehangakonurehupāporo,KMnO4(aq),tewhakakamahiheiweheweheiwaengaiēneihuawhaiwaro.

15

QUESTION THREE

Thegraphsbelowshowtrendsintwophysicalpropertiesofalcohols.

0 0123456789

1 43 5 6 7 8 9 10 112 3Number of carbon atoms Number of carbon atoms

4 5

20

40

60

80

100

120

140

160

Boi

ling

poin

t / °C

Solu

bilit

y / g

/ 11

0 g

of w

ater

Boiling point of alcohols Solubility of alcohols in water

(a) Identifythetrendsshownonthegraphsabove.

(b) Reacting2-chloropropanewithpotassiumhydroxide,KOH,canproducedifferentproductsduetodifferentreactionsoccurring.

(i) Elaborateonthereactionsof2-chloropropanewithpotassiumhydroxide,KOH.

Inyouransweryoushould:

• identifytheconditionsofthereagentKOH

• explainthetypesofreactionthatoccurwiththereagentineachcondition

• drawstructuralformulaeoftheorganicproducts.

16



(ii) Elaborateonchemicalteststhatcouldbeusedtoidentifythefunctionalgroupsoftheorganicproductsformedinpart(i).

Inyouranswer,youshould:

• identifychemicalsandconditionsrequired

• describeanyobservations

• statethetypeofreactionoccurring

• explainwhypotassiumpermanganatesolution,KMnO4(aq),cannotbeusedtodistinguishbetweentheseorganicproducts.

17




MĀ TE KAIMĀKA

ANAKETAU TŪMAHI

He whārangi anō ki te hiahiatia.Tuhia te (ngā) tau tūmahi mēnā e tika ana.

18

19



QUESTION NUMBER

Extra paper if required.Write the question number(s) if applicable.

Level 2 Chemistry, 201891165 Demonstrate understanding of the properties of

selected organic compounds

9.30 a.m. Monday 26 November 2018 Credits: Four

Achievement Achievement with Merit Achievement with ExcellenceDemonstrate understanding of the properties of selected organic compounds.

Demonstrate in-depth understanding of the properties of selected organic compounds.

Demonstrate comprehensive understanding of the properties of selected organic compounds.

Check that the National Student Number (NSN) on your admission slip is the same as the number at the top of this page.

You should attempt ALL the questions in this booklet.

A periodic table is provided in the Resource Booklet L2–CHEMR.

If you need more room for any answer, use the extra space provided at the back of this booklet and clearly number the question.

Check that this booklet has pages 2 –19 in the correct order and that none of these pages is blank.

YOU MUST HAND THIS BOOKLET TO THE SUPERVISOR AT THE END OF THE EXAMINATION.

911

65

M

English translation of the wording on the front cover

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Te Mātauranga Matū, Kaupae 2, 2018 · 2018. 10. 26. · waihā, KOH. I tō tuhinga me: • tautohu ngā āhuatanga o te whakahohe KOH • whakamārama ngā momo tauhohenga ka puta