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IABATAN ?ELAJAMN JOHORJABATAN

4N roHoa pERGUBAAN STpM 2011 tN

JABATAN PELAJARAN JO] GHEMISTRY

JABATAN PELAJARAN Jo]rvtt "n')/r.r/7)t

(KIMIA)
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IABATAN PELAJARAN JOHOR JABATAN

JABATAN PELAJARAN JOHOR JABATAN

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rwo hours and thirty minutes(Duajam tiga puluh minit) UNIOHORJABATAN

JABATAN PELAJARAN JOHOR

SIJIL TINGGI PERSEKOLAHAN MALAYSIA

Instructions to candidates: provided. All Answer illthe questionsin SectionA in the spaces working must 6e shown.For numerical answers,znil must be quoted whereverthey are appropriate. Answer any four questionsfrom sectionB. For this section, write your answerson the answersheets.Begin eachansweron afresh sheet of paper and arrange your answersin numerical orfur. Tieyour answer sheetsto this booklet. Answersmay be written in either English or Malay. A Data BooHet is provided
ForExaminer's use (Untukkegunaan pemeriksa) I 2 3 4
5

6 7 8
9

l0
Total (Jumlah)

This question paper consistsof 23 printed pages.

STPM96212 *This question paper CONFIDENTIA! until theexamination over. is is

CONFIDENTIAL*

http://edu.joshuatly.com/

CONFIDENTIAL*

2 Section A [40 marksl in Answerall the questions this section.

1.5 x vessel containing moleH2g?s, moleN2gas and1.2moleCO2 1. (a) A 20 dm3closed gas hasa totalpressure 500 kPaat a temperature 298 K. of of (i) Calculate valueof x. the [3 marks]

(ii) 1.5moleof neongaswasadded the 20 dm3 vesset. into Calculate the partial pressure the hldrogengas. of [1 mark]

(b) Hydrazine, NzHr is usedas fuel for rocket. (i) Writethe electronic atom. of configuration nitrogen [1 mark]

(ii) Drawthe dot-cross structure hydrazine molecule. for

[1 mark]

(c)The boilingpointof dimethyl is lowerthanthat of propanone ether(CHsOCHs)

(cH3cocH3).
points. (i) Givea reason the difference theirboiling in for [2 marks]

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CONFIDENTIAL*
(ii) Statethetypesof hybridisation present the carbon in atomsof the two compounds below. Dimethylether : Propanone : [2 marks]

potential. 2 (a)(i) Givethe definition standard for electrode

[2marks]

potentialfor Thestandard reduction electrode several half-cell reactions at298K are shown thetablebelow. in Half-cell reactions.
SzOot- + 2e -+ 2SO42-

E0

+2.01 +0.36 +0.77 +0.54

lFe(CN)el"'+ e -[Fe(CN)5]aFe"* + g Fgt* 12 +

-

2e

2l'

peroxodisulphate S2Os added an Whenan aqueous solution potassium of is to , K2 aqueous solution potassium of iodide, , a reddish Kl brown solution obtained. is (iD Writea balanced ionicequation the abovereaction. for [2marks]

(iii) Writea celldiagram the above for reaction.

[1mark]

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CONFIDENTIAL*
(iv) Calculate standard e.m.f., Eo en for the reaction (b)(iii). [1mark] the cell in

(b) Thephase diagram a substance is shown of W below.

Pressure (atm)

Temperature

fc)
(i) Stateallthe changes phases substance at the following of of W points the as temperature increases. [2marks] P : . . .... R : . . . ... T : . . . ... (ii)Baseon the curveoY, compare density solidw andliquid the of w. [1mark]
Q:

S:

(iii)Describe change melting pointwhenpressure increased the in is

[1mark]

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CONFIDENTIAL-

poolwhichcontains ions.The froma mining lead(ll) the 3 A student examined water presence leadionscanbe shown the precipitation yellow by of lead(ll) iodide. The of 15"Cis 0.46gdm-t. iodide at solution tead(ll) of solubility a saturated of product, for lead(ll) iodide 15oC. (a) (i)Writean expression thesolubility at for Kp, [1mark]

(ii) Calculate concentration lead (ll) ions in moldm'3 of the

[2marks]

(iii)Calculate concentration iodide of ionsin moldm-3. the

[2marks]

product, for lead(ll) iodide. (iv)Calculate solubility K.o, the

Ilmarkl

flaskcontaining 507o nitric acidsolution. (b) Strips copper dropped a conical into hot are of gas in withoxygen the air A colourless veryreactive is givenoff.Thegasthenreacts and gas. to form a brown gas (i) Name colourless . the [1 markl

(ii) Writethe equation forthe reaction between copperandnitricacid.

[1 mark]

gas for (iii)ldentify brown andwritean equation itsformation the

[2marks]

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CONFIDENTIAL* painkilling drug: is 4. Pethidine a powerful

CHs

10

CH.

I I
N:
,/\ CHZ CHZ ./\ CHZ

*Nl- cr H
CHZ

I I

CH,

CHz

c
co2cH2cH3

o
E

c02cH2cH3

Pethidine

groups,one whichreactswith dilute (a) The pethidine molecule contains functional two E. acid hydrochloric to givecompound group does it showthe (i) What type of reactionis this and what type of functional pethidine molecule have? to [2marks]

group themolecule. (ii) Name other in State typeof reaction functional the the when of formula eachof the products, and undergone, givethestructural pethidine with sodium hydroxide. under reflux aqueous reacts [3marks] group Functional : ...... : ...... Type reaction of : Structuralformula

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CONFIDENTIAL*

12

j r

hydroxide to givebutan-2-ol. ions (b) 2-bromobutane withaqueous reacts for (D the State condition thisreaction.

[1 markl

i :l:

li
il
I

fii)

....

in is whattypeof mechanism involved thisreaction. State

[1 mark]

(iiD

2-bromobutane to needed convert to Statethe reagents in twosteps. CH3CH2CH(CH3)CH(OH)CH3 1 Step : ........ 2 Step : ......

12marksl

(iv)

2-bromobutane between that Nameonereagent canbe usedto differentiate without andCHgCH2CH(CH3)CH(OH)CH3heating. [1 mark]

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I'
CONFIDENTIAL* 14

Section B [60 marks] in Answertour questions fhis section.

pH of that is usedto controlthe of bloodconsists carbonic 5. (a) The majorbuffersystem NaHCOe. Explain worksin howthe system carbonate, hydrogen and acid,HzCOg sodium the controlling pH of the blood. [4 marks]

wastitrated with0.16moldm-3 aqueous (b) 20.0cm3of 0.20moldm-3 NHg aqueous process. of addedduring titration the volume HCI(aq) a HCl.Sketch graphof pH against point. of Markandexplain position the equivalence the [4 marks] can fromthe Arrhenius (c) The activation E", energy, of a reaction be calculated equation: k _ 1 " -E,lRT

w h e r e k = ra te co n sta n t,ft=g d sconstant,T=tem per atur e,andA= fr equency fac tor . acid of for Rateconstants the decomposition acetonedicarboxylic are k = 4.75x 10{ s'1at s-1 293K andk = 1.63x 103- at 303 K. (aq) CO(CH2COOH)z # +2 CO(CHs)z(aq) COz(g) [4 marks] [1 mark]

(D
(ii) (iiD

E" energy, , of thisreaction. the Calculate activation for Writethe rate equation the reaction.

(aq) of Whatis the timetakenfor the concentration CO(CH2COOH)z at to from2.00moldm'3 1.00moldm-3 303 K. to change [2 marks]

dataarefoundof chlorine. 6. (a) Thefollowing of Enthalpy change atomisation, AHr = +121kJmol-1 affinity, Electron
AH2 = - 364 kJ mo'1

AH3 = - 381 kJ mol'1 of change hydration, Enthalpy change the reaction, for AH4. the cycle,calculate enthalpy By drawing energy an + % Clzt.g) water+ - Cl- (aq) AH+.

agentbasedon the AHr valueobtained. as of Deduce strength chlorine an oxidising the [6 marks] http://edu.joshuatly.com/

CONFIDENTIAT

16

their is aloneif theirtemperature below by (b) (i) Gases onlybe liquefied pressure can a will no of 'critical T". temperature', Abovethe criticaltemperature amount pressure liquefy gas. for an dataandsuggest explanation theircriticaltemperatures. Usethefollowing Gas Methane Ammonia steam formula
CHo NHs Hzo M,

16 17 18

T"/oc -82 133 374

[5 marks] into air to of (ii) In the industrial liquefaction air,highpressure is allowed expand a An dropsby a largeamount. idealgas its whereupon temperature of region lowpressure, for Givean explanation the aboveobservation. doesnotshowthisbehaviour. [4 marks] with cycleas oxidecanbe represented a Born-Haber of 7 Theformation magnesium shown below.

Md-(sl

r 0r3-{g)

Ms(g)

Ms(s)

Mg(s)

J* f* J*,

t In', olsl
A

an,

o(g) A

ar.

* o,,o

(a) (i) Namethe enthalpy changeAHr,AHzand AHz

[3marks]

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EHN

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'epxo untseuOeu eql r{dleq1ue elelnclec'elep eql 6u;mo11ol uot3 (g;) eOueqc Jol'rHV' uollewrolJo

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CONFIDENTIAL-

20

8s usingthe compoundCHaCH(OH)CH2CH3 ?rl 9. (a) Explainthe term opticalisomerism,

example.

[3 marks]

withalkaline X chloride. reacts withphosphorous(V) whitefumes (b ) X, C8H10O , liberates of withan excess concentrated WhenX is heated to iodine giveyellowprecipitates. conditions suitable , to Y Y acid,compound is formed. canbe converted X. Under sulphuric polYmerization. Y undergoes and the howyouderive structures writethe of the Determine structure X andY. Explain [Tmarks] involved. of Equations the reactions in A CaHroO. dissolves formula with A (c) Compounds and B aretwo isomers molecular and chloride but hydroxide B doesnot.B givesoffwhitefumeswiththionyl sodium aqueous but iodine A doesnot.B is synthesised aqueous precipitate alkaline with formsa yellow A whereas is from4-ethylaniline. frombromobenzene starting of formulae A andB. [5 marks] and the Explain aboveobservations writethe structural

structure. R 10.(a) Compounds andS havethefollowing

@"HzCHzNHz
RS

@"t2coNH2

with if any,whenR andS reactseparately for (i) Writeequations the reac,tions, conditions. [2 marks] acid dilutehydrochloric undersuitable and used, and the stating reagents conditions a briefly chemicaltest, (ii) Describe [3 rnarks] R between andS. to observations, distinguish

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CONFIDENTIAL*

22

(b) Statethe reagents conditions steps| , ll and lll. Drawthe structural and for fonnulae of A andB.
CH3CH2CH2BT $ g II, CH*CHaCHaCOTH

III

Bf

CHsCHzCTCO2CI

Qlo*
[5marksl

(c) Describe scheme reactions(in morethan3 steps), the of not slating reagents the and conditions, forthesynthesis starting rrom@Lr. . @cooc2H' " [Smarks]

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; .]ARATAN PEI'A,TARAN JOHOR ,/A ,t,tI 4RANJOHOR JA rra.D "ffi\ ffiK ,IJOHOR JABATAN PELA,JARAN.IOH7R .IABATAN ,lJOHOrt , ^/

JABATAN PELAJARAN JOHORJA {W) JABATAN PELAJAMN JoHoR JA \*-----=ffi/ .]ABATAN PELA.IARAN --' J

il't e62 i**torooro ffilK PELA.IARAN JOH}R JA '/ABA'|AN

ffiliffi\

JABATAN PELAJARAN JOHOR" MARK SGHEME {ORJ;;;i;.N.PELAJARAN JoHoR JABATAN .IABATAN PELAJARAN JOHORJABATANPELAJARAN JOHORJABATANPELAJARAN ,IOHORJABATAN PELAJARAN JOHORJABATAN ']ABATAN PELAJARAN JOHORJABATAN PELAJARAN JOHORJABATAN ,IIlBATAN PELA,IARAN .]OHOR JABATAN PELAJARAN JOHOR,]ABATAN PELAJARAN,]OHOR,IABATAN ,IABATAN PELA.IARAN JOHORJABATAN PELAJARAN JOHORJABATANPEI-AJAMN JOHOR,IABATAN

JABATAN GHEMISTRY (KlMlA ''I IELAJA& JoHoR ITITI'I-'utotuyy,t, ,]ABATANPELA,IAMN J BATAN PELAJARANJOHOR JABATAN JABATAN PELA'IARANJOHOR JABATAN PELAJARANJOHOR JABATAN PELA,IARAN JOHOR,IABATAN ,IABATAN PELAJARAN JOHOR JABATAN PELAJARAN JOHOR JABATAN PELAJARAN JOHOR JABATAN JABATAN PELAJARANJOHOR JABATAN PELAJARANJOHOR,IABATAN PELAJARAN JOHOR,IABATAN ,IABATANPELAJARANJOHOR {OR JABATAN PELAJARANJ)HOR JABATAN TtIz G^UFI.F

'IABATAN

{ JOHORJABATANPELAJARAN JOH1R JABATAN { JoHoR JABATANzELAJARAN JoHoR JABATAN ^ _ - .BATAN PELAJARAN JOHOR,IARATAN

{ JoHoR JABATAN zELAJARAN JoHoR JABATAN

',i\fri^PERGUBAAN zo11iX srpM

B!ryy

JABATAN PELAJARAN JOHOR

SIJIL TINGGI PERSEKOLAHAN MALAYSIA

STPM 96211

http://edu.joshuatly.com/ CONT'IDENTI.A,L*

ANSWERFOR CHEMISTRY PAPER1 (TRIAL EXAM}

2011

D A

11

D D

21 22 23 24 25 26 27 28 29 30

c
D
B A D B D B B

31

B A B

41

2
3 4 5
6

12
13 14 15 16 17 18 19 20

32 33 34 35
36

42
43 44 45 46 47 48 49 50

c
A

D A
A

B D

c c
A B D D

B D
B

c
A B G B

7
8

c c
A B

37 38
39 40

B D
B

9 10

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?

Question 1(a)(i)

Details

Mark Awarded 1 1 1

PV = nRT = 500x 103x20.0x 10-3 (1.5 x + 1,2) 8.31x 29g + x

X =1.3 Or
.. 500x 103x20.0 x 10-3 x= - 2.7
8.31x 298

1 .3
1(a)(ii)

1 .5 x500=l88k P a 1 .5 I .3 +1 .2 +
N: 1s22s22p3

1(bxi) 1(bxiD

** Ho*lx IJ*ot
HH

xx

+*

1(c)(i)

Relativemolecularmass of propanoneis higher,therefore strongerVan der Waals forces of attractionsexist between molecules comparedto the ether. Ether: sp3 Propanone:spt,sp'

1(c)(ii)

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Question 2(a) (i)

Details
The standard electrode potentialis the potential difference between the standard hydrogen electrode and other electrode systems with the concentration of 1.0 M at t atm / under standard conditions

Mark Awarded

2(a) (ii)

SrOu t-

2e 2l

-->

2SOotla+2e

---+

Sror'-

2r

2SOot-

2(a) (iii)

Pt(s)/l-(aq),lz(aq)

SrOu o (aq) , SOa2- (aq) / pt(s)

2(a) (iv) 2 (b) (i)

E@.ur = +2-A1 V -(+0.54V )= + 1 . 4 7 Y

P solid S liquid& gas

Q: solid &liquid T: Gas

R: liquid

4-5 correct:2m 2-3 correct:1m

2 (b) (ii) 2 (b) (iiD

Densityof solid W is lower than liquidW. The meltingpoint decreasewith increasein pressure

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3 (a) (i) 3 (a) (ii)

K.p= [ pb'z.]lll R.M.Mof Pbl2= 461, concentration Pbl2in water =0.46 g dm-. of The concentration the lead ion = 0.46t461 of = 9.978X 104 moldm-3 =10.0X 10-4 mol dm-3

3 (a) (iii)

The concentration the iodide ion = 2 X I pbr.J of = 2 X 9 . 9 7 8 X 1 0 -4 . , . , , :.. = 1 . 9 9 6 X1 0 3 mo ld m-3 = 2.e X 10 3 mol dm-3

3 (a) (iii)

K"p= [Pbr.][r], =[9.978X 104]l 1.996 10-.12 X = 3.975X 10-e mol3dm-e = 4.0 X 10-e mol tdm-9,

3 (b) (i) 3 (b) (ii) 3 (b) (iii)

Nitrogenmonoxidegas, NO + 3Cu1"y 8HNO31"qy -'3Cu(NO3)21"01 2NO (e) + 4HzOo) + Browngas : nitrogendioxide,NO2 2NQnl + Oe{s)e 2NO4e1 Colourless Brown

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Question

Details

Mark Awarded

aa(i')

Acid-base reaction Aminefunctional group group : Functionaf Typeof reaction : Structural Formula: CHr Ester hydrolysis

('i)
I

I
I
CHz N: CHz

I I
C

C\

rts,
COO- Na*

c2H5oH

4(b) (i)

Reflux Nucleophilic substitution Step1 - magnesium dryether and Step2 - CH3CHO followed diluteacid by

(iD (iiD

(iv)

Sodium PCls SOCI2PCl3 / / /

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Question Details 5(a) H2CO3(aq) <-----+ HCO3 (aq) + H*(aq) In the presenceof acid, HCO3-(aq) + H"(aq) r-------> HzCOg(aq) Carbonicacid being unstable,decompose CO2and H2O to In the presence alkali, of llzcor(aa) + oH-(aq) r--> HCo:-(ad + Hro(l)

Mark Awarded

5(b)

Shape-1m Equivalence point Label- 1m End point<7 -1m

1,0

ll

:'s

!r

-t0

j5

;hl

,i5

ltrlurn* of fi{} rnl$c.ljern'

Hydrolysisof NHa*ions in water,thus is acidic NHo* + 11rg <-> 5(c) (i) NH, + 1-1rg* pH<7

fsk=rgA#r*f, E 9: =!:-(f

E rl)
I -1] unsubstituted
substituted
1

k2

2.303R\72 \ )

(ii) (iii)

Substituting = 1.63x 10-3 T1= 303 kr , kz=4.75x 10-a ,T2= 2g3 E"= 9 .1 0 1 0 4 o r 9 1 .0 x J kJ
Rate = k[CO(CHTCOOH)r]

0.693 llme = ___; 1.63x10-' = 425s

1 1

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Details

%.ch(o) --ll3l-+ct1g1

^rLI

lr

4 correct:2 m 3 correct: m 1

Cr(aq)( -38r cr(g)

AHa= +121+(- 364) +1-381) = 121-364-381 = 424 kJ AHavery exothermic,

JI

l-ta+

6(bxi)

Criticaltemperature of CH+ <

NHe < HzO

- CHohas weak Van der Waals forces of attractionbetween molecules, - NH. and steam has strong H-bonding - H-bondingin water is strongerthan in ammonia

is gnergy required overcome to them, thusthe criticaltemperature

-Energyis requiredto overcomethe intermolecular forces of attraction. - energy is drawn from the surroundings, temperature drop -ideal gas has negligibre intermolecular forces of attraction - expansionof idealgas does not requireenergyto overcomethe intermolecular forces of attraction

- the strongerthe intermolecular forcesof attraction, the more

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Details AHt = Atomisation enthalpy magnesium of LHz = First ionisationenergyof magnesium AH7= Latticeenergyof magnesiumoxide AH r =A Hr +A Hz +A Hs +A Hq + A Hs + A Ho + A Hz = +150+(+736)+1+ 1450)+(+950) +(-3389) = - 603 kJ/mof The chargeof Mg 2*ion and Ba 2*ion are the same but the size of the Mg '* ion is smallercomparedto the Ba 2*ion Latticeenergy= QrQ. r* *[So, Latticeenergyof MgO > BaO

Mark Awarded I I I

7(a)(i)

(ii)

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(iii)

b(D

- CFCs can cause depletionof ozonelayer - becausethey are unreactive fnitiation step: CCI2F,2> . CCIFz + o Cl ClOo + Oz
oCl+Oz

Propagation step : o Cl + O. -+
ClOo +O ->

Net reaction : 2Qt -----+ 3O2 (ii)

Hydrofluorocarbon, HFC will not releasedamaging chlorine free radicals the atmosphere into OR C-H bondswill br-eak downbeforethey reachstratosphere

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8(aXi) With cold NaOH(aq)

onation'reaction in cold -Chlorine undegoes disproporti NaOH(aq)to form NaCland NaClO. +1 0 -1 Cl2 + 2NaOH > N*l +NaClO +HzO -Chlorineoxidisedto NaCIOand reducedto NaCl.TheNaCl and NaCIOproducedare sodiumsalts and have no chlorine smell. With hot NaOH(aq) reactionin hot -Chlorineundegoesdisproportionation NaOH(aq) form NaCland NaClOs. to +5 0 -1 + 6NaOH ) SNaCl +NaClOs +3HzO 3Cl2 Chlorineoxidisedto NaClOsand reducedto NaCl.TheNaCl and NaClO. producedare sodiumsalts and have no chlorinesmell. 8(a)(ii) - Fluorine is highly electronegativeelement.HFhas the highest b.p becausehydrogenbondingexist betweenHF molecules. bondingdoes not existin HCl,HBrand Hl - Hydrogen becauseCl, Br and I atoms are not highly electronegative. - b.p increases from HGlto Hl becausethe molecularsize increasesfrom HCI to Hl. -The largerthe molecularsize, the stronger the Van der Waals forces of attraction between the molecules and the higher the b.p. I I I

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(max5m) I

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e(a)

with in occurs compounds the same Optical isomerism formulabut differin theireffecton plan+polarised structural light. a contain chiralcarbon, - Opticdisomers to or minorimages oneanother, - Are nonsuperimposable light the - Rotate planeof plane'polarised in opposite but direction to the samedegree. Eg oH cH. - c'- cH2cH3
H

1 (max 3 marks)

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(b)

Since X giveswhite fumeswith.fQlq,{ is an alcohol. with alkalineiodine shows X gives a give yellowprecipitates that X has structure. CH3CH(OH)R CHsCH(OH)CoH,L HenceX is 1-phenvlethanol.

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Equations:
+ CH3CH(OH)CoHs PCls -> x CH3CH(CI)CoHs+ HCI + POCIr
White fumes

+ CH3CH(OH)CoHs 4Iz + 6Na OH- ----+ CHI3 + yellow precipitate X +5NaI+5HzO CoHsCOO-Na
ExcessH2SO4

CH3CH(OH)CeHs X

CHz= CH (C6Hs) + HzO Y

X undergodehydrationto form Y, phenylethgne, I CHe:CHCoHr (7)

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( c)

- A and B are aromaticcompounds, highlyunsaturated -A isaphenol - B contains-OH group and the structure OH

1 1

cH3-cI
H - 4-ethylaniline reactswith nitrousacid to produceA - bromobenzenereacts with Mg/dry ether to produce a Grignardreagent.The Grignardreagent then reactswith ethanaltoproducea 20alcohol, B OH

CHCH:
A:

B:

cH2cH3

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H2CH2NH3*Cl-

10(a)(i)

,r;<\ + Hcl \!2/"t2cH2NH2

@"n2coNHz
(ii)

+ Hct+Hzo

-@cH2cooH
l f

+ NH4cr

Reagentsused - sodiumhydroxide Conditions reflux Observations R - no visible reaction

1 1 1 1 1 1

S - gas with a characteristic smell,NH. , given off . 10(b) Step l- KCN / ethanol, reflux Step ll- HCl, reflux Steplll - PClsor SOCIz A: CH3CHzCH2CN

B: o-c-cH2cH2cH3
10(c) 1

@*.
I
I

ooH
1

/ lCzHsOH H2SO4 , lConc lreflux

7 .1 t

\!,lcooc2Hs
Step1 - oxidation methylbenzene of Reagent- KMnOrandH2SOa Condition -reflux Slep2 -esterification Reagent ethanol a concentratedH2SO4 and condition reflux 'l 1

1 1

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