UNIVERSITI MALAY A

UNIVERSITY OF MAUYA

PROGRAM ASASI SAINS

FOUNDATION STUDIES IN SCIENCE PROGRAMME

PUSAT ASASI SAINS

CENTRE FOR FOUNDATION STUDIES IN SCIENCE

SESI AKADEMIK 2016/2017 SEMESTER 1

ACADEMIC SESSION 2016/2017 SEMESTER 1

FKAX 0112 : KIMIA ASAS 2

BASIC CHEMISTRY
. .- 2

OKTOBER 2016 MASA:2JAM

OCTOBER 2016 TIME : 2 HOURS

ARAHANKEPADACALON:
INSTRUCTIONS TO CANDIDATES:'-· . . -, .
.~., ,. ,
. ., . ......-- •,. _. ._.... .
.
'· .... -:
'

Kertas ini terbahagi kepada DUA:BAHAGIAN. ..-;, ; ~-

This paper consists of 1WO SECTIONS. · . -~ ··. . ' ·" r · ·; ·
:_· -~i;. -:•.-1, .
Jawab SEMUA soalan dalam ~-AHAGI~1t:~~ mana-m~na EMPAT (4) soalan daripada
BAHAGIAN B. Soalan boleh dtJawab dalam -Bahasa.Malaysia atau Bahasa Inggeris.
Answer ALL questions in SECTION A q.nd·FOUR .(4) questions from SECTION B. Questions
can be answered in Malay or English. ,<:", '·: ..'.'' ·: 1 :

. ~:; .. , .-,_-,I. <~, L

Semua jawapan hendaklah ditulis pada kerfas jawap'an y~g dibekalkan.
All answers must be written in the answ_er sheet provided.

(Kertas soalan ini mengandungi 16 soalan di dalam 14 halaman bercetak)

(This question paper consists of 16 questions on 14 printed pages)
 FKAX 011 2

BAHAG.IAN A
SECTION A
L (a) Spektrometer jisim mcmpunyai magnet sebagn.i sRlnh satu komponennya.
Apakuh fungsi magnet tersebut?
(2 mnrkah)

(b) Jisim atom Cl adalah 35.5 uja. Walau bagaimnnapun, spcktrum jisim bagi Cl
tidak menunjukkan puncak pada nilai jisim ini. Ternngkan.
(2 markah)

(a) Mass spectrometer has a magnet as one of its components. What is the
function ofthe magnet?
(2 marks)

(b) The atomic weight of Cl is 35.5 amu. However, the mass spectrum of Cl does
not show a pealc al this mass. Explain.
(2 marks)

2. Suatu sebatian X mempunyai jisim molar 146 gmor'. Sebanyak 0.650 g sampel X
mengandungi 0.321 g karbon, 0.044 g hidrogen dan 0.285 g sulfur. Apakah formula
molekul bagi X?
(Jisim atom relatif: C=l2.0l; H=l.008; 0=16.00)
(4 markah)

A compound X has a molar mass of 146 gmof 1• A !). 650 g sample ofX conlainsJL.l) 1
g of carbon, 0. 044 g of hydrogenand 0.285 g ofsulfur. What is the molecular formula
o]X? -
(Relative atomic mass: C=l2.0l; H=l.008; 0=16.00) 7·
\lo:

S· v \ (4 marks)

3. Hitung;
(a) pecahan mol bagi C2HsOH dan H2O dalam larutan yang disediakan dengan
melarutkan 1.70 g C2HsOH dalam 16.0 g air.
(b) kepekatan (% w/w) satu larutan yang dihasilkan dengan melarutkan 15.0 g
ZnCli ke dalam 45.0 g air.
(c) peratusan mengikut isipadu (% v/v) etanol dalam larutan yang mengandungi
3
18.6 cm3 etanol dalam 120 cm larutan.

(Jisim atom relatifC=l2.0l; H=l.008; 0=16.00; Zn= 65.38; Cl= 35.45)

(4 markah)

Calculate; .
(a) the mole fr.actions oCC2HsOiiJand H20 in a solution prepared by dissolving
1. 70 g o ~ . O g)fwater. .
(b) the concentration(% wlw) of aJ!llE!j_onforme~by dissolvin~5.0 g ofZnC/~
in~ tJ
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 FKAX0112

(c)
the percentage by volume
3
O
of ethanol in 120 cm solution.
of~ n a solution containin~:

(Relative atomic mass of C=l2.0l; H=l .008; 0=16.00; Zn= 65.38; Cl=
35.45)
(4 marks}

4. (a) Takrifkan istilah-istilah berikut.

(i) Siri homolog
(ii) Kumpulan berfungsi
(2 markah)

(b) Kenapa CH 3CH=C(CH3)i tidak menunjukkan keisomeran geometri?

(2 markah)

(a) Define the following terms.

(i) Homologous series
(ii) Functional group
(2 marks)

(b) Why CH3CH=C(CH3)i does not e ~ geometrical isome!!!!![t

(2 marks)

5. Kena! pasti setiap tindak balas berikut sebagai tindak balas penambahan,
penyingkiran, penukargantian atau penyusunan semula.

(i) r'r<OH
V OH

(ii)

6+Br
N02

2 -AIBr3
-~ & NOi

1
Br
+ HCI

OH
(iii)

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 FKAX 0112

(iv)
0 OH

A+ HCN H C-C-CH
J
I
I
CN
J

(4 markah)

-
Identify each of the following reactions as additions, e.!_iminations, substit'!!Ion or

(i)

8~--
(ii)

_A_IB_r3_

(iv)

(4 marks)

6. Berl takrifan bagi istilah-istilah berikut berserta contoh formula struktur yang sesuai.
(i) Hidrokarbon tepu
(ii) Hidrokarbon tak tepu
(4 markah)

Define the following terms, including apprpriate s ~ l formulae

(i) Saturated hydrocarbon ------~==::::::=
(ii) Unsaturated hydrocarbon
(4 marks)

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 FKAX0112

7. Tulis nama IUPAC bagi sebatian-sebatian berikut.

(i)
CI-Q-CH(CH3)2

Br

(iii) CH3 (iv)

I
H3CHC=CHCH 2C=CHCH3

(4 markah)

Write thft]UPAC name for_ the following compounds.

c; \\-:r f rep~) i
(i) CH(CHJJ2 (ii)
' -~-.,ii t:j, ,.- Cl
€H 3CHCHCH2CHCH3
O.l~ l
I I
C:(CHJ) 3 CH2CH3 -e~".) \
(~$'
(iii) CH3 (iv) CH(CHy2

H 3CHG=GHCH2C=CHCH3
I I
H3CC=.CCHCH2CH3
I I t t f I 1/ ,, 11 - -
(4 marks)

8. Berdasarkan kepada skema tindak balas di bawah, tulis formula bahan uji dan
keadaan tindak balas yang sesuai bagi tindak balas I, II, III dan IV.

I
.., CH3CH2CH2C~\
H:z II
.., CH3CHCH2CH3
e,0,-C...-l-t t
I I l l I I .-
- l -t. -( --C- _,. 0 - C
\ • I \
Br
I IV
CT\ 7- i 1G--- t,H-~ vH-U:l+
H3CHT-CHCH3 - - - - l.- . H3cc=cci-I31
Br lU;
(4 markah)
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 FKAX 0112

Based on the reactio eheme below, 4Jll...ite the formula of t ~ n d suitable

condition for r ction I, II, JI/ and IV. .,,)
Ql.ltt-¥\ t -- -- O' \ (,\ ,~ e,
I II
H3CHC=CHCH3 ., CH3CH2CH2CH3 ., CH3CHCH2CH3
d-VO~(Mt,"'\"VV'-' I
V'-'1
,j Br

J
r

Ill WJI.\OO)e,\\&V\\0 I~ .
i,d1.\0 olf'- :('{O~~ . rlJ'-' (!' "i,r..'le;
v'-r Br ', ~vr i:.,'<f"tf, J

H,cmr-bHcH, IV .. H,cc{~j::cH,
Br
(4 marks)

9. Susun setiap set alkana dibawah dengan urutan takat didih meningkat. Beri alasan.
(i) Butana, oktana dan heksana
(ii) 2-metilheptana, oktana dan 2,2,4-trimetilpentana
(4 markah)

Arrange the following al/canes i,G.ach set in order € , , ~ i v e

reasons.
(i) Butane, octane and hexane
(ii) 2-methylheptane, octane and 2,2,4-trimethylpentane
(4 marks)

10. Beri nama IUP AC bagi sebatian berikut:

(i)
X:~1 (ii)

y
Br~N02

I~Br Br

(iv) CH3
(iii)

u
AN02

(4 markah)

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 FKAX 0112

Give the JUPA C names of the following compounds:

(i) . COOH (ii)

~Cl

I
JlA~,
· · Br

(iv) ~ 3H
..
·I.-\ NO .
'--::: 2

I '°

(4 marks)

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 FKAX 0112

BAHAGIANB
SECTIONB
11. Bahan-bahan mentah yang digunakan untuk sintesis urea, (NH2)2CO adalah gas
ammonia, NH 3 dan karbon dioksida, CO2, Jisim molar NH3 dan CO2 masing-masing
1
adalah 17.03 gmor 1 dan 44.01 gmor •
I

(a) Dalam satu proses, 637.2 g NH3 bertindak balas dengan 1142 g CO2.
(i) Tuliskan persamaan kimia seirnbang bagi tindak balas.
(ii) Kenai pasti bahan uji penghad dan bahan uji berlebihan dalam tindak
balas ini.
(iii) Hitungjisim (NH 2)2CO yang terbentuk.
(iv) Berapa banyak bahan tindak balas yang berlebihan (dalam gram)
ditinggalkan pada akhir tindak balas?
(10 markah)

(b) Jika 48.4 g urea dihasilkan apabila 1.00 mo! karbon dioksida bertindak balas
dengan ammonia yang berlebihan, apakah peratus hasilan dalam tindak balas
. '?
lill.
(5 markah)

The raw materials used to synthesise urea, (NHi):zCO are a m ~NH3 and carbon1
dioxide, CO2. Molar masses of NH3 and CO2 are 17.03 gmo'rand 44.~l gmo[
respectively. - . \\/~ v\l"
(a) In one process, 637.2 g ofNH3 were allowed to react with 1142 g of CO2.
(i) Write the balance chemical equation for the reaction.
(ii} Identify the limiting reagent and the excess reagent in this reaction.
(iii) Calculate the mass of (NHi)2CO formed.
(iv) How much of the excess reactant (in grams) is left at the end of the
reaction?
(JO marks)

(b) If 48.4 g of urea are produced when 1.00 mole of carbon dioxide reacts with
excess ammonia, what is the percentage yield in this reaction?
(5 marks)

12. (a) Secara semulajadi magnesium dan hidrogen mernpunyai kelirnpahan isotop
berikut:
Isotop Kelimpahan% Jisim atom (uja)
24Mg 0.7899 23.98504
2sMg 0.1000 24.98584
26Mg 0.1101 25.98259
IH 99.9885 1.00783
2H 0.0115 2.01410

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 FKAX 0112

(i) Takrifkan istilah jisim atom purata.

(ii) Apakah jisim atom purata Mg?
(iii) Lakarkan spektrumjisim Mg.
(iv) Berapa bilangan puncak spektrumjisim hidrogen?
(v) Nyatakan spesis hidrogen yang menghasilkan puncak paling tinggi dan
paling rendah?
(10 markah)

(b) Untuk tindak balas berikut, tunjukkan pergerakan elektron dengan anak panah
lekuk yang sesuai dan labelkan bahan tindak balas sebagai tapak elektrofilik
atau tapak nukleofilik dan bahan uji sebagai elektofilik atau nukleofilik.
(i) CH3CH2NH2 + CH3CH2Br - (CH3CH2)2NH2 + Br"

(ii) (CH3)3CBr + A1Br3 - (CH3)3C+ + AlBr4·

(5 markah)

(a) Naturally occurring magnesium and hydrogen have the following isotopic
abundances:

Isotope Abundance% Atomic mass (amu)

UMg 0.7899 -1<, .t"\'1 23.98504
2sMg 0.1000 IO ·t'~ 24.98584
26Mg 0.1101 II · oi 25.98259
JH 99.9885 1.00783
iH 0.0115 2.01410

(i) Define the term average atomic mass.

(ii} What is the average atomic mass ofMg?
(iii) Sketch the mass spectrum of Mg.
(iv) How many peaks will the mass spectru gen have?
(v) ~ e species o. ydroge_!!_,. ic produce
---- (10 marks)

(b) For the following reaction, show the,31ovement ojefech'ous zisin a ropriate
curved arrows and ~ ctant as electrophilic or n leo · hilic · and
the reagent as e!Ji£...trophile or nucleophJk-->
(i) CH3CH2NH2 + CH3CH2Br- (CH3CHJ)2NH2 + Br·

(ii) (CH3}3CBr + A/Br3 - (CH3)JC+ + A/Br/

w,l
(5 marks)

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 FK.A,'< 0112

13. (a) Tulis formula struktur untuk isomer yang menunjuk.kan;

(i) isomer rantai sebatian aJdehid yang mempunyai formula molcl..'Ul,
CJ1 120.
(ii) isomer kedudukan sebatian keton yang mempunyai formula molel..'Ul,
Csl-110O.
' berfungsi untuk dua isomer dengan fonnula molel.'Ul
isomer k."\llllpulan
(iii)
4"12-
(6 markah)

(b) Tulis satu formula struk'1ur bagi sebatian

(i) ester dengan fonnula molel'Ul C,.Hs(h.
(ii) alkohol dengan formula molekul C3HgO.
(iii) sikloalkana dengan formula molekul CsH10-
(iv) amina dengan formula molekul CJ\i'l·
(4 markah)

(c) Susun sebatian-sebatian pada setiap set berikut dalam tertib kestabilan
meningkal Jelaskan.
(i) H,C· , H3CH2C· , (CH3)2HC·
(ii) H,C:-, H3CH2 C:-, (CH3)2H c:-
(5 markah)

(a) Write structural formulae ofthe isomers showing ' - - - - - ~

(i) chain isomerism for aldehyde that has the<;;ecular formula, cJi:a)
(ii)
(iii) functional grou'J_jsomerism for two isomers with the molecular
f ormu a rJfn
·-
sitional isomerism for ketqne has the molecular formula, Cslfu/J. ·

(6 marks)

(b) Write a structural formula for a compound of·

(i) an ester with the formula molecule ; ~
'"'"
(ii) an alcohol with the formula molecule CJ/faO.
(iii} a cycloalkane with formula molecule ofCsH,o.
(iv) an amine with the formula molecule ofC4H9'/.
(4 marks)

(c) Arrange compoS,ds in each set in ~er of increasing stability. Explain. u

(i)

(ii)
H:sC·, H:;CHiC·, (CH3)2HC·
tP
(5 marks)

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 FKAX 0112

14. (a) Etana, C2H6 dan gas bromin, Br2 bertindak balas di bawah sinaran ultra ungu
menghasilkan bromoetana C2HsBr.
(i) Nyatakan jenis mekanisma tindak balas.
(ii) Tulis mekanisma bagi menunjukkan pembentukan bromoetana.
(5 markah)
I

(b) Berdasarkan skema tindak balas di bawah,

I

t Br2 /H;O

III

(i) tulis formula bagi sebatian-sebatian I - VI.

(ii) tulis nama IUP AC bagi sebatian I dan III.
(iii) tulis mekanisma tindak balas dan pemerhatian yang menghasilkan
sebatian III.
(10 markah)

(a) ¢
Ethane, C,H!..
bromoethane, C .
gds:Yr, reacts u n d e ~ a y s to form

(i) State the type oft~.!.--:::;:-:---==~

(ii) Write the mechanism to s ow t r ation bromoethane.

(b) Based on the reaction scheme below, (!J>

OH
I
0 C H2CHCH3

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 FKAX 0112

(1) write formula for compound 1-Vl

(ii) write IUPA C name for compound I and Ill.
(iii) write reaction mechanism and state the observation for reaction that
produced compound Ill.
(JO marks)

15. (a) Sebatian alkena A, c.Ha, bertindak balas dengan bahan uji HBr menghasilkan
B, C.H9Br. Apabila larutan akueus KOH ditambah pada sebatian B, dan
campuran dipanaskan pada 200 °C, scbatian C, C4H6 terhasil. Mendakan putih
tcrbentuk apabila C, diuji dengan larutan akueus Ag(NH3)20H. Tindak balas
penghidratan C, menghasilkan hanya satu produk D) c.HaO.
(i) Nyatakan aturan Markonikov. •.
(ii) Tentukan sebatian-sebatian A-D dengan menunjukkan persamaan-
persamaan tindak balas yang terlibat.
(iii) Tulis formula struktur bagi mendakan putih yang terbentuk.
(iv) Tulis formula stuktur bagi semua isomer sebatian A.
(10 markah)

(b) Tulis persamaan-persamaan tindak balas bagi penyediaan sebatian 2-

metilpropana daripada 2-bromo-2-metilpropana dengan menggunakan bahan
uji Grignard.
.~('), II vu' "t
(a) An alkene A, C4H& reacts with ftBr reagent to produced B, C~9Br. When an
aqueous solution of KOH is added to compound B and heated at 200"C.
compound C, C~6 is produced. A white precipitate formed when C is tested
with aqueous Ag(NHJ) 20H solution. Hydration ofcompound C yields only one
product, D, C4H80. ·
(i) State Markovnikov 's rule.
(ii) Identify compound A-D by showing the reaction equations involved.
(iii) Write structural formula for the white precipitate formed.
(iv) Write structural formulae for all isomers of compound A.
(JO marks)

(b) Write reaction equations for the preparation of 2-methylpropane from 2-

bromo-2-methylpropane by using a Grignard's reagent.
(5 marks)

16. (a) Kedua-dua sebatian sikloheksena dan benzena mempunyai kumpulan

berfungsi yang sama C=C, tetapi kedua-duanya mengalami jenis tindak balas
yang berbeza dengan bahan uji cecair bromin.
(i) Nyatakan jenis tindak balas bagi sikloheksena dan benzena masing-
masirig dengan bahan uji cecair bromin.
(ii) Tulis persamaan-persamaan tindak. balas bagi kedua-dua tindak balas
di atas.
(5 markah)

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 FKAX0112

16. (b) Berdasarkan skema tindak balas di bawah:

O3/Zn
F +G CHrCH=CH2
H2O/W

JHBr
I
A
H2SO4 pekat

0
60
OH
IAIBr, HNO3pekat
1so-ss 0 c
elektrofil Q

reagen P
B 0
jN~ 0
Ii
CH3CCI AICl3
BriflN

H C+D E
basil major

(i) Tulis formula struktur bagi sebatian A --+ I.

(ii) Nyatakan reagen P clan keadaan tindak balas.
(iii) Nama mekanisme tindak balas untuk pembentukan E daripada B.
(iv) Lul<ls struktur elektrofil Q.
(10 marks)
(a) Both cyclohexene and benzene consist ofthe same functional group C=C, but
both undergo different type ofreactions with liquid bromine.
(i) State the type ofreaction for both cyclohexene and benzene with liquid
bromine reagent, respectively.
(ii} Write reaction equations for both ofthe reactions above.
(5 marks)

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 FKAX 0112

(b) Based on the reation scheme below;

03/Zn
F +G CH 3-CH=CH2
H2om:
lHBr
I
A
1cone. H2SO,
0 cone. HNO 3

6I
OH
l>JBr, so-ss 0 c
B
electrophile Q
0
l
reagentP
BrifUV
NO,
CH.eel >JCI, E

H C+D major product

(i) Write the structural formulae of compounds A - I.

(ii) State the reagent P and reaction conditions.
(iii) Name the reaction mechanism for the formation of Efrom B.
(iv) Draw the structure of the electrophile Q.
(JO marks)

•••••••••••••••••••••••••••••TAMAT/END•••••••••••**********************

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