Chapter 2 Form5
Chapter 2 Form5
Chapter 2 Form5
II, III,IV
1. The table below shows an information about
compound J. 10.Calculate how many isomers are there for a
hydrocarbon with the molecular formula C6H14.
Compound J
- can react with magnesium
A.4 B.5 C.6 D.7 Which of the following shows the
- can be prepared from methanol 11.What will occur when a mixture of propan-1-ol formula of the polymer produced
What is the molecular formula of compound J? and acidified potassium dichromate(VI) is heated when the monomer is polymerised.-A
A.HCOOH B.CH3COOH under reflux? A
C.CH3CH2COOH D.HCOOCH3 I An ester is produced
II Propan-1-ol is oxidised
2.Which of the following statements about the III Propanoic acid is produced
compound with the molecular formula C16H34 is true? IV A colourless solution is produced
A.It is soluble in water. A.I,II B .II, III C.I,II, III D I, II and IV B
B.It has the same chemical properties as decane.
C.It burns in excess oxygen to produce carbon 12.The equation below shows the structure for an
monoxide and water. organic compound.
D.It undergoes substitution reaction with potassium C
manganate(VII) solution.
Find the products produced in the above experiment. 43.In the preparation of an ester, concentrated sulphuric
A.Ethene and water acid is use. The reason to use is to
B.Ethene and carbon dioxide I.increase the amount of ester produced.
C.Propene and water 37.The diagram shows a section of the polymer II.increase the rate of esterification.
D.Propene and carbon dioxide obtained by addition polymerisation. III.increase the number of effective collisions.
IV.increase the energy of activation and esterification.
28. Which of the following acids contains in palm oil? A.I,II B.II ,III C.I, II,III D.I, III, IV
I.oleic acid II.stearic acid
III.linoleic acid IV.palmitic acid PAPER 2 CARBON COMPOUND
A.I,II B.III,IV C.I,II,III D I, II, III,IV. 1.
Which of the following diagram
29.Which of the following statements represent
hydrocarbon? represents the monomer for this
A.Hydrocarbon consists of carbon and oxygen only. polymer?-B
B.Hydrocarbon consists of hydrogen and oxygen only. A
C.Hydrocarbon consists of carbon, hydrogen and
oxygen only.
D.Hydrocarbon consists of carbon, nitrogen, hydrogen
and oxygen only.
[1 mark]
[2 marks] (ii) What is process IV?- Esterification
[1 mark] [2 marks]
(d)(i) Explain the reason why latex coagulate (d)State the condition and write the chemical equation to
automatically after some time.-Bacteria in the air 4. Geraniol is used for making perfumes. It is the
constituent of rose oil. The diagram below shows the show how one of the isomers of L can be prepared from
produce acid which neutralises the negatively an alkene.
charged particles of latex and eventually results in structure of geraniol.
Pentane can be prepared by passing a mixture of
coagulation. pent-1-ene and hydrogen over nickel powder as a
[1 mark] catalyst at 180 - 200 oC.
(ii) Write the formula of chemical subtance that added to CH3CH2CH2CH= CH2 + H2 →CH3CH2CH2CH2CH3
prevent the moleculas of latex from coagulation.- NH3 (pent-1-ene) (pentane)
[1 mark] [3 marks]
(e)L reacts with bromine in the presence of sunlight.
(e)(i) Discuss what would happen to the polymers of
(i) Give the type of reaction that occurs.
rubber in process II.-In process II, sulphur atoms form
(a)State the meaning of 'functional group'. Substitution reaction
cross-links between adjacent chains of rubber
A functional group is an atom or a group of atoms [3 marks]
polymer.
that determines the characteristic reactions of an (ii) Predict that changes that can be observed in this
[ mark] organic compound. reaction mentioned above.-The brown colour of
(ii) Give two effects of process II on rubber. [2 marks] bromine vapour disappears slowly.
- Vulcanised rubber is more heat resistant (b)Give two functional group present in geraniol. [1 mark]
- Vulcanised rubber is more elastic The alkene group (double bond) and the alcohol 6. (a)State two similarities between oils and fats.
[2 marks] group (hydroxyl group,-OH). Both of the molecules of oils and fats consists of the
3. [1 mark] elements carbon, hydrogen and oxygen. Oils and fats
(c)Briefly explain and describe the reaction between are naturally occuring esters produced from the
geraniol and the following (i) to (iv). Write an reaction between glycerol and carboxylic acids with
equation for each reaction long, straight chain carbon atoms.
(i) hydrogen-The double bond reacts with [1 mark]
hydrogen at 180 oC in the presence of nickel to (b)State one difference between oils and fats in term of
give a saturated compound. (i) source-(Source : Fats are obtained from animals
[2 marks] and oils obtained from plants.
3
[1 mark] (c)(i) Write the structural formula of F produced in is, it does not contain double bonds. But-2-ene is an
(ii) physical state-At room temperature, oils are conversion II. unsaturated hydrocarbon, and contains a double
liquids but fats are solids bond per molecule.
[1 mark] [2 marks]
The materials and conditions used in the industrial (d)(i) What is compound Q?
production of margarine, shows in the below diagram. (i) Compound P is 2, 3- dibromobutane
[2 marks]
(ii) State the reaction occuring in conversion II.
Esterrification
[1 mark]
(iii) Give two conditions that must be used to carry
out conversion II.- Boil the reaction mixture under
reflux. Add a small amount of concentrated [1 mark]
sulphuric acid which acts as a catalyst. (ii) Give the type of reaction involved in conversion I.
(c)(i) What is the process used to produce margarine in [1 mark] (ii) Addition reaction
the above diagram?-Hydrogenation (iv) Give a physical property (other than smell) of F. [1 mark]
[1 mark] (iv) G is insoluble water (e)But-2-ene reacts with reagent S to form C4H8(OH)2 in
(ii) Give one effect of this process on the vegetable oil. [1 mark] conversion II.
It converts liquid vegetable oils to solid fats. (d)(i) State the type of reaction occuring III. (i) Identified S in the above diagram.
[1 mark] (Dehydration S is acidified potassium manganate(VII)
(iii) Describe catalyst and what is the temperature range [1 mark] [1 mark]
used in this process.-Nickel or platinum catalyst at the (ii) What is the way to carry out a conversion III in a (ii) Write the structural formula of the molecule
temperature range of 180 - 200 oC. school laboratory?-Pass propan-1-ol vapour over C4H8(OH)2 in conversion II.
[2 marks] hot porcelain chips (or aluminium oxide)
(d)(i) Give two problems faced by the oil palm industry [2 marks]
in Malaysia.-Shortage of labourers in oil palm estates. 8. The conversions of but-2-ene to other
Stiff competition from other vegetable oils, such as substances is shown in the figure below. [1 mark]
soya bean oil. (f)Identify R in the above diagram.-R is butan-2-ol
[2 marks]
(ii) What is two methods can be suggested, to overcome
these problems?-Oil palm industry is labour
intensive.The solution is to mechanice the process
involved in the oil palm industry by using modern [1 mark]
machines. This will overcome the labour problem.
Another solution is to carry out research to find more 9.The figure below shows five structural formulae
and new uses of palm oil in order to ward off labelled, A, B, C, D and E.
competition from vegetable oils.
[2 marks]
7.The conversions of organic compounds from one
homologous series to another homologous series is
shown in the below diagram.
5
- These cross-links of sulphur atoms reduce the
ability of rubber molecules to stretch and slide freely
across each other. Step 1 : Fermentation
-Thus,vulcanised rubber are harder and stronger yeast
than unvulcanised rubber. C6H12O6 (aq) → 2C2H5OH (aq)
- The addition of sulphur to the polymer chains of +2CO2(g)
rubber molecules increases the relative molecular fermentation
mass of vulcanised rubber. Ethanol is produced by the fermentation of [6 marks]
-The larger the relative molecular mass, the higher glucose. (c)Explain the difference in the sootness for both the
the melting point. members from alkane and alkene by giving examples
- Therefore, unvulcanised rubber is less sticky in hot with the same number or carbon atoms.
conditions because it is more resistant to heat and Number of carbon, n = 5
does not melt easily. Pentene, C5H10 burns with flame and produce more
[8 marks] soot than pentane, C5H12 as the percentage of carbon
13 (a) (i) Discuss an experiment that can be conducted in the molecule of pentene is higher than that of
in the laboratory to produce vulcanised rubber. pentane.
Some latex are poured into the surface of a glass plate % of carbon by mass in pentene
to obtain a layer of thin latex. In order for the latex to = mass of carbon X 100%
coagulate, leave the glass plate for 1 - 2 days.The Relative molecular mass
2000 cm3 of concentrated glucose is put into a
plate of rubber formed is removed from the glass = 12 X 5 X 100% = 60 X 100%= 85.71%
conical flask.
plate. ( 12 X 5 ) + 10 (1) 70
About 5 g of yeast paste is added into the glucose
The piece of rubber is soaked into disulphur % of carbon by mass in pentane
solution and the mixture is stirred with a glass
dichloride solution in methylbenzene for 5 minutes. =12 X 5 X100% = 60 X 100%= 83.33%
rod.
Finally, the piece of rubber is removed from the ( 12 X 5 ) + 12 (1) 72
The set-up of apparatus and the reaction is kept
solution and dried in the air. [6 marks]
aside for one week.
[5 marks] 15.The relative molecular mass of an organic
The reaction is then filtered to get rid of yeast.
(ii) What are the differences between vulcanised and compound, S, is 88. Its composition by mass is : carbon,
The filtered is transferred to a round bottomed
unvulcanised rubber? 54.5 % ; hydrogen, 9.1 % ; oxygen, 34.4 %.
flask.
Fractional distillation is carried out and ethanol (a)Determine the molecular formula for S.
with 95% impurity is distilled over at 78 oC. C H O
Natural rubber Vulcanised rubber Step 2 : Oxidation
The number of The number of double bonds CH3CH2OH (l) + 2[0] → CH3COOH (aq) + H2O % of element 54.5 9.1 36.4
double bonds is more decreases (l) Number of mol 54.5= 9.1= 36.4=
The melting point is The melting point is higher When a mixture of ethanol, potassium 4.5 9.1 2.3
lower dichromate(IV) and dilute sulphuric acid is 12 1 16
Less elastic Very elastic heated under refulx, ethanoic acid is produced. Mol ratio 4.5= 2 9.1= 4 2.3=1
Less strong and Stronger and harder Ethanol is oxidised to ethanoic acid
softer 2.3 2.3 2.3
Pour heat resistance More heat resistance The empirical formula of S is C2H4O
Easily oxidised More resistant nC2H4O = 88
[6 marks] (24 + 4 + 16 ) n = 88
(b)Give four uses of natural rubber. n=2
insulations for cables and electrical appliances, The molecular formula of S = C4H8O2
gloves, mixtures of latex cement , rubberised bitumen [4 marks]
for tarring roads and friction enhances, e.g. shoe soles (b)Compound S can be prepared from the reaction
[4 marks] between carboxylic acid, T and an alcohol,U. The
(c)Discuss the process of coagulation of latex. relative molecular masses of T and U are 60 and 46
-Latex is coagulated by adding methanoic acid or respectively. Determine the molecular formulae of
ethanoic acid. compound T and U and write the structural formulae of
-The negative charges on the surface of the T.
membrane particles of the latex will be neutralised by The molecular formula of S = C4H8O2
the H+ ions from the acid. The product from the above reaction is then CnH2n+1 COOH = 60
-The particles become neutral and come closer and transferred to a distillation flask. Ethonic acid 12n + 2n + 1 + (12 +32 + 1)
collide with one another. and water are distilled over to form dilute 14n = 14
- The rubber polymers released when the membrane ethanoic acid when the solution in distillation n=1
opened up by the collisions. flask is heated. Molecular formula of T = CH3COOH
- The rubber polymers combine and form lumps of [8 marks] The molecular formula of U
rubber. (b)Define isomerism. An organic compound with the CnH2n+1 OH = 46
-The latex is said to coagulate when the lumps of molecular formulaC4H10O can be used to prepare 12n + 2n + 1 + 16 + 1 = 46
rubber precipitate. butnoic acid.Name the organic compounds and 14 n = 28
[5 marks] determine the homologous series its belong to. Draw n=2
14.(a) Describe the steps that you can take to prepare and name all isomers. Molecular formula of U = C2H5OH
a sample of ethanoic acid from glucose. In your Isomers are compounds with similiar molecular Structural formula for T is:
description, includes the chemical equation for all the formulae but with different structural formulae.
chemical reactions that occurs. Name : Butanol
There are two steps involved in the preparation of Homologous series : alcohol
ethonoic acid from glucose. Isomers: [4 marks]
(c)(i) Ethene can be prepared from U. Describe one
experiment for the preparation of ethene from U.
Preparation of ethene from ethanol
Materials : Ethanol, glass wool and porous pot chips
6
Apparatus : Boiling tube, rubber stopper fitted with a 17.(a) Explain the steps you would take to prepare 2 cm3 of the organic liquid is taken from each bottle
delivery tube, test tube, beaker, dropper, retort stand a sample of ethanoic acid from glucose. Write the and put inot separate test tubes. 2 cm3 of sodium
and clamp and Bunsen bunner. chemical equations for all the chemical reactions carbonate solution is then added to each organic
Procedure: that occur. liquid in the test tube. The organic liquid that
1 About 5 cm3 of ethanol is poured into the boiling The reaction scheme for the preparation of produces gas bubbles has the molecular formula,
tube. A piece of glass wool is inserted to soak up the ethanoic acid from glucose is shown below : CH3CH2OH.
ethanol. Fermentation oxidation 2CH3CH2COOH(aq) + NaCO3(aq)
2 Some porcelain chips are placed in the middle of Glucose → Ethanol → Ethanoic →2CH3CH2COON(aq) + H2O(l) + CO2 (g)
the test tube and heated strongly. acid Step 2
3 The glass wool soaked with ethanoal is then heated Step 1 step 2 To the two remaining organic liquid add potassium
from time to time dichromate(VI) solution acidified with dilute
4 When the ethanoal vapour passes over the hot Step 1 : Conversion of glucose to ethanol by sulphuric acid. Then heat the mixture. The organic
porcelain chips, dehydration occurs and ethene is fermentation acid that changes potassium dichromate(VI) from
produced. Ethanol is produced by the fermentation of orange to green has the molecular formula
CH3CH2OH → CH2 = CH2 + H2O glucose. CH3CH2CH2OH.
[ 3 marks ] yeast CH3CH2OH(I) + 2[O] →CH3CH2 COOH (aq) + H2O.
(ii) Describe one industrial process in which ethene can C6H12O6 (aq) → 2C2H5OH (aq) + The organic liquid with the molecular formula
be converted to U. 2CO2(g) CH3(CH2)CH3 is the saturated hydrocarbon(alkane)
(ii) In the chemical industry, ethanol is prepared by fermentation that does not react with Na2CO3(aq), Br2(aq) and
the hydration of ethene. When a mixture of ethene 200cm3 of concentrated glucose solution is acidified K2C2O7.
and steam is passed over phosphoric(V) acid as a prepared and put into conical flask. About 5 g of Step 3
catalyst at 300 oC and 60 atm pressure, ethanol is yeast paste is added to the glucose solution and Repeat the experiment using a few drops of liquid
produced. the mixture is stirred with a glass rod. The bromine instead if sodium carbonate solution. The
C2H4 +H2O → C2H5OH apparatus is kept aside for about one week. The organic liquid that decolourises liquid bromine is
[3 marks] following diagram shows the arrangement of CH3CH2CH = CHCH2CH3
(d)What will happen when natural rubber burn in air apparatus required to carry out the fermentation [6 marks]
and oxidised by ozone? Explain your answer. process. (c)Identify the organic compounds X, Y, and Z from the
(i) Natural rubber is a polymer containing the following information and give reasons for your choice.
elements carbon and hydrogen only. Give the chemical equations for all the reactions that
When natural rubber is burnt in excess air or oxygen, occur.
carbon dioxide and water are produced. Because the (i) The compound X (H2CO2) reacts with ethanol in the
percentage by mass of carbon in the rubber molecule presence of a little concentrated sulphuric acid to
is high, the combustion of rubber produces very sooty produce an organic compound with a fruity smell.
flames. X reacts with an alcohol to produce an ester with a
(ii) The natural rubber polymer chains maintains fruity smell. X is a caboxylic acid. Since X contains
many double bonds. Thus, natural rubber can be only one carbon atom per molecule, X is a methanoic
The reaction mixture is then filtered to remove
oxidisied easily by ozone in the air. The oxidation acid, HCOOH.
the yeast. The filtrate is transferred to a round
process causes the long polymer chains to decompose HCOOH + C2H5OH → HCOOH2H5 + H2O
bottomed flask and fractional distillation is
and form much shorter chains. Consequently, the [2 marks ]
carried out. Ethanol of 95% impurity is distilled
rubber becomes brittle and tends to crack on (ii) The compound Y has the molecular formula CXHY.
over at about 78 oC.
prolonged exposure to ozone. One mol of Y reacts with potassium manganate(VII) to
Step 2 : The conversion of ethanol to ethanoic
[6 marks] form an organic compound with the formula C2H6O2.
acid
16 (a) State the characteristics of fat and oil. (ii) Y is a unsaturated hydrocarbon because it reacts
Ethanoic acid is prepared by heating under
Fat and oil compounds do not have taste, colour and with acidified KMnO4. Since the organic product
reflux a mixture of ethanol, potassium
smell in their pure form. contains two carbon atoms, this imples that Y is
dichromate(VI) solution and dilute sulphuric
Fat is in the solid form while oil is in liquid form at ethene, C2H4.
acid.
room temperature. [2 marks ]
Fat and oil are lighter than water. (ii) The compound Z contains the elements carbon ,
Fat and oil are insoluble in water. hydrogen and oxygen. One mol of Z reats with one mol
They dissolve sparingly in alcohol while dissolve of NaOH. In one titration, 25 cm3 of solution Z
completely in ether. (concentration 2.96 gdm-3) requires 12.5 cm3 of 0.08
Fats found in animal while oils found in plants and mol dm-3 sodium hydroxide solution for complete
animal. neutralisation.
[6 marks] Since Z undergoes neutralisation reaction with
(b)Unsaturated fat has a lower melting point than sodium hydroxide, Z must be a carboxylic. Let
saturated fat. Explain this statement. concentration of Z = M mol dm-3
Unsaturated fat has double bonds. Cn H2n+1COOH +NaOH → ZNOONa +H2O
This prevents its molecules from packing closely. M X 25 =1 M = 0.04
The attraction forces between molecules of 0.08 X 12.5
unsaturated fat is weaker than molecules of saturated Thus, concentration of Z is 0.04 mol dm-3.
fat. Relative molecular mass of Z = 2.96= 74
Therefore, the melting point of unsaturated fat is In this reaction, ethanol is oxidised to ethanoic 0.04
lower than the saturated fat. acid. Cn H2n+1COOH = 74
[4 marks] CH3CH2OH(I) + 2[O] →CH3 COOH (aq) + H2O. 14n = 28
(c)Briefly describe the synthesis of margarine in The reaction mixture is then transferred to a n=2
Malaysia. distallation flask. When the solution in the The formula for Z is C2H5COOH. Z is propanoic acid.
Palm oil is the source of raw material that are used to distillation flask is heated, ethanoic acid and [2 marks]
synthesis margarine.At first, the palm oil is heated water are distilled over to form dilute ethanoic PAPER3
until the temperature of about 200 oC. Nickel powder acid. 1.A student carried out two experiments by using suitable
is added as a catalyst. Under pressure of 2 - 5 [8 marks] quantities of reagents and the correct technique to
atmosphere, hydrogen gas is then passed. Saturated (b)The labels of four reagent bottles have dropped determine the homologous series to which three
oil is produced from the hydrogenation process. off. However, the bottles were known to contains the belong. Table below
substances P, Q and R
Milk is emulsified with saturated oil. Some flavour organic liquids with the following molecular
are then added. formulae : shows an experimental results for the
The mixture is spinned to produce a white product. CH3CH2CH = CHCH2CH3; CH3CH2CH2OH; experiment.
Vitamin, salt, artificial flavouring and colouring are CH3(CH2)CH3 ; CH3CH2COOH
added. Reagent/ Bromine in Powdered
Explain how you would carry out a sequence of Substance trichloromethane magnesium
The hardness of margarine can be controlled because chemical test to identify each of these liquids. State
the hydrogenation process is controllable. carbonate
the chemical equations for all reactions that occur.
[10 marks] P Brown colour No visible change
(b) Step 1
decolourises
7
Q No visible change No visible change 3 A few drops of concentrated sulphuric acid are (e)Predict what can be observed when a piece of sodium
R No visible change Gas evolved turns added to the mixture of methanol and butanoic is mixed together with the product obtained at the end of
lime water cloudly acid. this experiment.
(a)The substances P and Q, are hydrocarbon. Describe 4 The mixture is boiled for a few minutes. Sodium dissolve and colourless gas produced. A 'pop'
what is meant by 'hydrocarbon'. 5 The reaction mixture is then poured into a sound is heard when the colourless gas is tested with a
Hydrocarbon is an organic compound that contains beaker containing water and the odour of the lighting wooden splint.
the elements carbon and hydrogen only. ester produced is recorded. [2 marks]
[1 mark] 6 Steps 1 to 5 are repeated using ethanol and (f)Give two uses of the product produced in this
(b)Classify the organic compounds P, Q and R in the butanoic acid, instead of methanol and butanoic experiment.
appropriate homologous series. acid.
- As food flavouring. For example, vinegar contain
(i) Alkane : P Alkene : Q Carboxylic (e) Tabulation of data 5% of ethanoic acid.
acid : R Ion Oxidation number - Converted into esters for use as solvents.
[2 marks]
(c)Give two observations when powdered magnesium SO42- +6 [2 marks]
carbonate is added to substance R. CuCl43- +1 (g)Complete the following table
Effervescence occurs or bubbles of gas given off. ClO- +1
Powdered magnesium carbonate dissolves. NO3- +5
whereby the experiment is repeated
[2 marks]
(d)State an inference can be made with regard to the
by using the following alcohol.
functional group present in substance P. 3. Diagram below shows the set-up for reaction Alcohol Name of Molecular
The molecule of P contains double bond between between ethanol and adicific potassium product formula of the
carbon and atoms. dichromate(IV) solution. product
[1 mark] propan-1-o1 propanoic C2H5COOH
(e) (i) Give one reagent that can be used as a substitute acid
for bromine in trichloromethane in the experiment. butan-1-o1 Butanoic C3H7COOH
Potassium manganate(VII) solution acidified with acid
dilute sulphuric acid. [5 marks]
[1 mark]
(ii) Predict the observations when this reagent is added 4.The set-up of the apparatus shown in figure below is
to P, Q and R. used to investigate the effect of increasing number of
P : Purple colour is decolourised carbon atoms per molecule in alkene on the mass of
Q : No colour changes water produced during combustion.
R : No colour changes
[1 mark]
(f)Substance R is a straight chain molecule and contains
five carbon atoms per molecule. Write the IUPAC name
and structural formula of R.