Cie Igcse Che Organic
Cie Igcse Che Organic
com
Paper 3
Questions are applicable for both core and extended candidates
A B C D
H H H H H O
S
C C C H C C C
O O
H H
H H H H H O H
E F G
H H H H H
H C C O H H C C C H O C O
H H H H H
....................................................................................................................................... [1]
11.2 Naming organic compounds QP - CAIE Chemistry IGCSE PhysicsAndMathsTutor.com
Paper 4
Questions are applicable for both core and extended candidates
unless indicated in the question
(a) Propanoic acid and methanol react to form an ester that has the molecular formula C4H8O2.
(i) Name this ester and draw its displayed formula. (extended only)
displayed formula
[2]
(ii) Name another ester with the molecular formula C4H8O2. (extended only)
...................................................................................................................................... [1]
11.2 Naming organic compounds QP - CAIE Chemistry IGCSE PhysicsAndMathsTutor.com
methyl propanoate
ethyl propanoate
propyl propanoate
butyl propanoate
(a) Esters are a family of organic compounds with similar chemical properties. They can be
represented by the formula CnH2nO2.
(i) State the name given to a family of organic compounds with similar chemical properties.
....................................................................................................................................... [1]
(ii) Explain why members of a family of organic compounds have similar chemical properties.
....................................................................................................................................... [1]
....................................................................................................................................... [1]
....................................................................................................................................... [1]
(b) All four of the esters in the list are liquids at room temperature.
Name the technique used to separate ethyl propanoate from a mixture of the four esters.
.............................................................................................................................................. [2]
(c) All four esters can be made by reacting different alcohols with the same substance.
(i) Name this substance and draw its structure. Show all of the atoms and all of the bonds.
structure
[2]
(ii) Name the alcohol used to make methyl propanoate. (extended only)
....................................................................................................................................... [1]
11.2 Naming organic compounds QP - CAIE Chemistry IGCSE PhysicsAndMathsTutor.com
(d) Other esters, not in the list, have the same molecular formula as propyl propanoate, but different
structures.
(i) State the term used to describe substances with the same molecular formula but different
structures.
....................................................................................................................................... [1]
(ii) Name two esters with the same molecular formula as propyl propanoate. (extended only)
1 ..........................................................................................................................................
2 ..........................................................................................................................................
[2]
11.2 Naming organic compounds QP - CAIE Chemistry IGCSE PhysicsAndMathsTutor.com
.............................................................................................................................................. [1]
(f) Draw the structure of the carboxylic acid containing three carbon atoms. Show all of the atoms
and all of the bonds. (extended only)
[2]
(g) When carboxylic acids react with alcohols, esters are produced.
....................................................................................................................................... [1]
(ii) Give the name of the carboxylic acid and the alcohol that react together to produce ester X.
(extended only)
alcohol ................................................................................................................................
[2]
11.2 Naming organic compounds QP - CAIE Chemistry IGCSE PhysicsAndMathsTutor.com
O H
H C O C H
....................................................................................................................................... [1]
....................................................................................................................................... [1]
(b) Complete the dot-and-cross diagram to show the arrangement of electrons in a molecule of
ester Y.
O
H
H C O C H
[3]
11.2 Naming organic compounds QP - CAIE Chemistry IGCSE PhysicsAndMathsTutor.com
name ..............................................................
structure
name ..............................................................
structure
[4]
.............................................................................................................................................
....................................................................................................................................... [2]
(ii) Name a carboxylic acid which is a structural isomer of ester Y. (extended only)
....................................................................................................................................... [1]
[Total: 12]
11.7 Carboxylic acids QP - CAIE Chemistry IGCSE PhysicsAndMathsTutor.com
Paper 3
Questions are applicable for both core and extended candidates
1 Table 2.1 shows the masses of some of the ions in a 1000 cm3 sample of river water.
Table 2.1
(e) River water can contain acids such as ethanoic acid and methylbutanoic acid.
[1]
[2]
11.7 Carboxylic acids QP - CAIE Chemistry IGCSE PhysicsAndMathsTutor.com
H C O H
H C H
C
O O H
Fig. 7.1
(i) On Fig. 7.1, draw a circle around the carboxylic acid functional group. [1]
....................................................................................................................................... [1]
Complete the word equation for the reaction of ethanoic acid with sodium hydroxide.
H H
C C H H
H C C C C C
C C H O
H H
(i) Draw the structure of a carboxylic acid functional group to show all of the atoms and all of
the bonds.
[1]
Complete the word equation for the reaction of ethanoic acid with sodium carbonate.
[2]
11.7 Carboxylic acids QP - CAIE Chemistry IGCSE PhysicsAndMathsTutor.com
Paper 4
Questions are applicable for both core and extended candidates
unless indicated in the question
4 The equation for the reaction between methanoic acid and ethanol in the presence of a catalyst can
be represented as shown.
(a) (i) In the equation, methanoic acid is represented by the formula HCOOH.
....................................................................................................................................... [1]
....................................................................................................................................... [1]
(b) Name and draw the displayed formula of ester X. (extended only)
name .................................................................
displayed formula
[3]
11.7 Carboxylic acids QP - CAIE Chemistry IGCSE PhysicsAndMathsTutor.com
5 Propane, propene, propan-1-ol and propanoic acid are members of different homologous series.
(a) Explain why members of a homologous series have similar chemical properties.
.............................................................................................................................................. [1]
.............................................................................................................................................. [1]
(c) State the general formula of the homologous series to which propanoic acid belongs.
.............................................................................................................................................. [1]
(g) Propanoic acid reacts with aqueous sodium carbonate to form a salt.
....................................................................................................................................... [1]
....................................................................................................................................... [1]
(h) Propanoic acid forms an ester when it reacts with ethanol in the presence of a catalyst.
....................................................................................................................................... [1]
....................................................................................................................................... [1]
[2]
11.7 Carboxylic acids QP - CAIE Chemistry IGCSE PhysicsAndMathsTutor.com
Give the letter, A to J, for the equation that represents: (extended only)
(e) Ethanol can be converted to ethanoic acid by reacting it with an acidified oxidising agent.
....................................................................................................................................... [1]
(ii) State, in terms of redox, what type of reagent ethanol is in this reaction. (extended only)
....................................................................................................................................... [1]
(f) Ethanoic acid reacts with calcium to form a salt and one other product.
....................................................................................................................................... [1]
....................................................................................................................................... [1]
....................................................................................................................................... [1]
11.7 Carboxylic acids QP - CAIE Chemistry IGCSE PhysicsAndMathsTutor.com
.............................................................................................................................................. [1]
(f) Draw the structure of the carboxylic acid containing three carbon atoms. Show all of the atoms
and all of the bonds.
[2]
(g) When carboxylic acids react with alcohols, esters are produced.
....................................................................................................................................... [1]
(ii) Give the name of the carboxylic acid and the alcohol that react together to produce ester X.
(extended only)
alcohol ................................................................................................................................
[2]
11.6 Alcohols QP - CAIE Chemistry IGCSE PhysicsAndMathsTutor.com
Paper 3
Questions are applicable for both core and extended candidates
(ii) Choose the word which describes the type of catalyst used in this reaction.
H O
H C C
C O H
H
H O C
C H
Fig. 7.1
Complete the word equation for one other method of manufacturing ethanol.
Name the two products formed when ethanol undergoes complete combustion.
4 (a) Fig. 6.1 shows the displayed formula of a molecule of crotyl alcohol.
H H H
H C C C C O H
H H H
Fig. 6.1
(i) On Fig. 6.1 draw a circle around the alcohol functional group. [1]
(ii) Describe the feature of crotyl alcohol that shows it is an unsaturated compound.
....................................................................................................................................... [1]
....................................................................................................................................... [1]
Suggest how fractional distillation can be used to separate a mixture of crotyl alcohol and
water.
.............................................................................................................................................
.............................................................................................................................................
....................................................................................................................................... [2]
Describe two conditions for the manufacture of ethanol by the fermentation of aqueous glucose.
1 .................................................................................................................................................
2 .................................................................................................................................................
[2]
11.6 Alcohols QP - CAIE Chemistry IGCSE PhysicsAndMathsTutor.com
C D
H H H H H H
H C C C H C C C O H
H H H H H
E F
H H H H Br Br
H C C C C H H C C H
H H H H H H
H C H
H O C H
C
O O
(i) On the structure, draw a circle around the alcohol functional group. [1]
(ii) Deduce the formula of lactic acid to show the number of carbon, hydrogen and oxygen
atoms.
....................................................................................................................................... [1]
(i) Complete the sentence about ethanol using a word from the list.
1 ..........................................................................................................................................
2 ..........................................................................................................................................
[2]
....................................................................................................................................... [1]
(iv) Name one physical property that can be used to determine if a sample of ethanol is pure
or impure.
....................................................................................................................................... [1]
....................................................................................................................................................
....................................................................................................................................................
[2]
[Total: 9]
11.6 Alcohols QP - CAIE Chemistry IGCSE PhysicsAndMathsTutor.com
Paper 4
Questions are applicable for both core and extended candidates
unless indicated in the question
1 .................................................................................................................................................
2 .................................................................................................................................................
[2]
(b) (i) State the typical temperature and pressure used in method 2.
temperature .............................. °C
....................................................................................................................................... [1]
....................................................................................................................................... [1]
(c) The catalyst in method 2 is phosphoric acid, H3PO4. Dilute phosphoric acid is a weak acid
which contains phosphate ions, PO43–.
....................................................................................................................................... [1]
....................................................................................................................................... [1]
(d) Give one advantage of each method of production of ethanol. (extended only)
method 1 ....................................................................................................................................
method 2 ....................................................................................................................................
[2]
(e) Ethanol can be converted to ethanoic acid by reacting it with an acidified oxidising agent.
....................................................................................................................................... [1]
(ii) State, in terms of redox, what type of reagent ethanol is in this reaction.
....................................................................................................................................... [1]
11.6 Alcohols QP - CAIE Chemistry IGCSE PhysicsAndMathsTutor.com
...................................................................................................................................... [1]
...................................................................................................................................... [1]
(iii) State what must be reacted with ethanol to form ethanoic acid.
...................................................................................................................................... [2]
methyl propanoate
ethyl propanoate
propyl propanoate
butyl propanoate
(c) All four of the esters can be made by reacting different alcohols with the same substance.
(i) Name this substance and draw its structure. Show all of the atoms and all of the bonds.
name .......................................................
structure
....................................................................................................................................... [1]
11.6 Alcohols QP - CAIE Chemistry IGCSE PhysicsAndMathsTutor.com
Each substance may be used once, more than once or not at all.
Paper 3
Questions are applicable for both core and extended candidates
1 Alkenes are a homologous series of hydrocarbons which are made by cracking larger alkane
molecules.
....................................................................................................................................... [1]
.............................................................................................................................................
....................................................................................................................................... [1]
1 ..........................................................................................................................................
2 ..........................................................................................................................................
[2]
....................................................................................................................................................
.............................................................................................................................................. [1]
Table 4.1
boiling point
alkene
/ °C
ethene –104
propene
butene –6
pentene 30
hexene 63
.................................................................................................................................. °C [1]
11.5 Alkenes QP - CAIE Chemistry IGCSE PhysicsAndMathsTutor.com
reason .................................................................................................................................
.............................................................................................................................................
[2]
(i) Complete the symbol equation for this reaction. (extended only)
(ii) Choose the word which describes the type of catalyst used in this reaction.
H C C
C O H
H
H O C
C H
Fig. 7.1
(i) On Fig. 7.1 draw a circle around one carboxylic acid functional group. [1]
....................................................................................................................................... [1]
Describe the colour change when excess mesaconic acid is added to aqueous bromine.
H C O H
H C H
C
O O H
Fig. 7.1
(i) Complete Table 7.1 to calculate the relative molecular mass of acrylic acid.
Table 7.1
number relative
atom
of atoms atomic mass
carbon 3 12 3 × 12 = 36
hydrogen 1
oxygen 16
test ......................................................................................................................................
observations .......................................................................................................................
[2]
11.5 Alkenes QP - CAIE Chemistry IGCSE PhysicsAndMathsTutor.com
Refinery gas and petrol are fuels obtained by the fractional distillation of petroleum.
(e) More petrol can be made by cracking less useful petroleum fractions.
...........................................................................................................................................
...........................................................................................................................................
...................................................................................................................................... [2]
(ii) Complete the equation for the cracking of dodecane, C12H26, to form ethene and one
other hydrocarbon.
C D
H H H H H H
H C C C H C C C O H
H H H H H
E F
H H H H Br Br
H C C C C H H C C H
H H H H H H
.............................................................................................................................................
.............................................................................................................................................
....................................................................................................................................... [2]
.............................................................................................................................................
....................................................................................................................................... [2]
11.5 Alkenes QP - CAIE Chemistry IGCSE PhysicsAndMathsTutor.com
A B C D
H H H H H O
S
C C C H C C C
O O
H H
H H H H H O H
E F G
H H H H H
H C C O H H C C C H O C O
H H H H H
....................................................................................................................................... [1]
....................................................................................................................................... [1]
....................................................................................................................................... [1]
....................................................................................................................................... [1]
....................................................................................................................................... [1]
.............................................................................................................................................
....................................................................................................................................... [2]
(ii) Complete the chemical equation for the cracking of C13H28 to form C8H18 and one other
hydrocarbon.
[Total: 8]
11.5 Alkenes QP - CAIE Chemistry IGCSE PhysicsAndMathsTutor.com
Paper 4
Questions are applicable for both core and extended candidates
unless indicated in the question
7 Butane and but-1-ene are colourless gases at room temperature and pressure.
.............................................................................................................................................. [1]
(b) Identify the products formed when butane undergoes complete combustion.
.............................................................................................................................................. [1]
(d) When but-1-ene reacts with steam, two possible products form.
(i) Identify the type of catalyst which is used in this reaction. (extended only)
....................................................................................................................................... [1]
(ii) Name and draw the displayed formulae of the two possible products. (extended only)
product 1 product 2
[4]
11.5 Alkenes QP - CAIE Chemistry IGCSE PhysicsAndMathsTutor.com
COOH H
C C
H C H2 O H
Fig. 7.1
....................................................................................................................................... [1]
Name the homologous series of compounds that contain the following functional groups:
–C=C– ................................................................................................................................
–OH ....................................................................................................................................
–COOH. ..............................................................................................................................
[3]
(a) Short-chain alkanes and alkenes can be formed from long-chain alkanes in a chemical reaction.
(i) Name the type of chemical reaction which forms short-chain alkanes and alkenes from
long-chain alkanes.
....................................................................................................................................... [1]
(ii) Decane has 10 carbon atoms. It forms ethane and ethene as the only products in this type
of chemical reaction.
....................................................................................................................................... [3]
(b) Ethane reacts with chlorine at room temperature to form chloroethane, C2H5Cl, and one other
product.
....................................................................................................................................... [1]
(ii) State the condition needed for this reaction to take place.
....................................................................................................................................... [1]
(c) Ethene reacts with chlorine at room temperature to form dichloroethane, C2H4Cl 2.
C2H4 + Cl 2 → C2H4Cl 2
....................................................................................................................................... [1]
11.5 Alkenes QP - CAIE Chemistry IGCSE PhysicsAndMathsTutor.com
.............................................................................................................................................. [1]
(b) Describe the colour change seen when ethene is bubbled through aqueous bromine.
(c) In this reaction only one product is formed from two reactants.
.............................................................................................................................................. [1]
Paper 3
Questions are applicable for both core and extended candidates
....................................................................................................................................... [1]
[1]
............................ . [1]
(iv) Complete the symbol equation for the complete combustion of methane.
ammonium nitrate
carbon monoxide
copper(II) chloride
ethane
ethene
litmus
methane
methyl orange
sodium chloride
sodium sulfate
sulfur dioxide
thymolphthalein
Answer the following questions using only the substances from the list.
Each substance may be used once, more than once or not at all.
.............................................................................................................................................. [1]
Name the two products formed when octane is burnt in excess air.
(d) Name the two products formed when a hydrocarbon fuel undergoes complete combustion.
Paper 4
Questions are applicable for both core and extended candidates
unless indicated in the question
5 Butane and but-1-ene are colourless gases at room temperature and pressure.
(b) Identify the products formed when butane undergoes complete combustion.
.............................................................................................................................................. [1]
(c) One molecule of butane reacts with one molecule of chlorine in the presence of ultraviolet light.
During the reaction, one hydrogen atom in butane is replaced by one chlorine atom.
(i) Name the type of reaction which needs ultraviolet light. (extended only)
....................................................................................................................................... [1]
(ii) State the purpose of ultraviolet light during this reaction. (extended only)
....................................................................................................................................... [1]
(iii) Name the type of reaction which takes place when one atom of chlorine replaces one
atom of hydrogen. (extended only)
....................................................................................................................................... [1]
(iv) Determine how many different structural isomers can form during this reaction.
(extended only)
....................................................................................................................................... [1]
11.4 Alkanes QP - CAIE Chemistry IGCSE PhysicsAndMathsTutor.com
6 Propane, propene, propan 1 ol and propanoic acid are members of different homologous series.
Molecules of these substances contain three carbon atoms.
(e) Propane and propene can be manufactured by heating decane, C10H22, in the presence of a
catalyst. One other product is formed.
....................................................................................................................................... [1]
....................................................................................................................................... [1]
(ii) An organic compound with the formula C4H9Cl is formed when one molecule of butane
reacts with one molecule of chlorine.
Draw the displayed formulae of two possible structural isomers with the formula C4H9Cl
formed in this reaction. (extended only)
[2]