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Organic Chemistry - bws-school.org.uk acids • Amino acids have two different functional groups in...

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Specification Points Year 10 – Organic Chemistry Crude oil, hydrocarbons and alkanes - know crude oil is a mixture of a large number of compounds, mainly hydrocarbons ( alkanes) alkanes are a homologous series with a general formula of C n H 2n+2 the names of the first four members of the alkanes Fractional distillation and petrochemicals - know what a fraction is and how fractional distillation is used to separate fractions that fractions are processed to produce fuels +feedstock for the petrochemical industry. that fuels on which we depend for our modern lifestyle, such as petrol, diesel oil, kerosene, heavy fuel oil and liquefied petroleum gases, are produced from crude oil. that many useful materials on which modern life depends are produced by the petrochemical industry, such as solvents, lubricants, polymers, detergents. Properties of hydrocarbons - know how boiling point, flammability and viscosity of hydrocarbons is affected by the molecular size of a hydrocarbon molecule which affects its use as a fuel and write equations for the complete combustion of a hydrocarbon fuel Cracking and alkenes - know what cracking is, how it happens and why it is used how to balance cracking equations and know the products of a cracking reaction the test for alkenes Cracking produces small molecules which have high demand for use in fuels and as a starting material for polymerisation Structure, formulae and reactions of alkenes - know what an alkene is and the first 4 members of the homologous series how to describe and write equations to show an alkene reacting with oxygen hydrogen, water and the halogens by the addition of atoms across the carbon-carbon double bond Polymers - know what a polymer is, its bonding and how it is formed know that the intermolecular forces between polymer molecules are relatively strong and so these substances are solids at room temperature. Addition polymerisation - know that many small molecules (monomers) join to form large molecules (polymers). how poly(ethene) and poly(propene) are made by addition polymerisation. be able to recognise addition polymers and monomers from diagrams in the forms shown and from the presence of the functional group C=C in the monomers be able to draw diagrams to show a polymer formed from a given alkene monomer in addition to identifying the monomer from polymers Ceramics, polymers and composites - know how glass is made how clay ceramics (pottery and bricks) are made. how low density (LD) and high density (HD) poly(ethene) are produced from ethene Organic Chemistry
Transcript

Specification Points

Year 10 – Organic Chemistry

Crude oil, hydrocarbons and alkanes - know • crude oil is a mixture of a large number of compounds, mainly hydrocarbons ( alkanes) • alkanes are a homologous series with a general formula of CnH2n+2 • the names of the first four members of the alkanes

Fractional distillation and petrochemicals - know • what a fraction is and how fractional distillation is used to separate fractions • that fractions are processed to produce fuels +feedstock for the petrochemical industry. • that fuels on which we depend for our modern lifestyle, such as petrol, diesel oil,

kerosene, heavy fuel oil and liquefied petroleum gases, are produced from crude oil. • that many useful materials on which modern life depends are produced by the

petrochemical industry, such as solvents, lubricants, polymers, detergents.

Properties of hydrocarbons - know • how boiling point, flammability and viscosity of hydrocarbons is affected by the

molecular size of a hydrocarbon molecule which affects its use as a fuel • and write equations for the complete combustion of a hydrocarbon fuel

Cracking and alkenes - know • what cracking is, how it happens and why it is used • how to balance cracking equations and know the products of a cracking reaction • the test for alkenes • Cracking produces small molecules which have high demand for use in fuels and as a

starting material for polymerisation

Structure, formulae and reactions of alkenes - know • what an alkene is and the first 4 members of the homologous series • how to describe and write equations to show an alkene reacting with oxygen hydrogen,

water and the halogens by the addition of atoms across the carbon-carbon double bond

Polymers - know • what a polymer is, its bonding and how it is formed • know that the intermolecular forces between polymer molecules are relatively strong

and so these substances are solids at room temperature.

Addition polymerisation - know • that many small molecules (monomers) join to form large molecules (polymers). • how poly(ethene) and poly(propene) are made by addition polymerisation. • be able to recognise addition polymers and monomers from diagrams in the forms

shown and from the presence of the functional group C=C in the monomers • be able to draw diagrams to show a polymer formed from a given alkene monomer in

addition to identifying the monomer from polymers

Ceramics, polymers and composites - know • how glass is made • how clay ceramics (pottery and bricks) are made. • how low density (LD) and high density (HD) poly(ethene) are produced from ethene

Organic Chemistry

using different catalysts and reaction conditions. • what thermosoftening polymers and thermosetting polymers are and relate their

properties to their structures • what a composite is and be able to give examples • be able to compare quantitatively the physical properties of glass and clay ceramics,

polymers, composites and metals • be able to explain how the properties of materials relate to their uses

Year 11 Organic Chemistry

Alcohols Alcohols contain the functional group –OH. Methanol, ethanol, propanol and butanol are the first four members of a homologous series of alcohols. Alcohols can be represented in the following forms: CH3CH2OH or structural formulae Methanol, ethanol, propanol and butanol: • dissolve in water to form a neutral solution • react with sodium to produce hydrogen • burn in air to produce carbon dioxide and water • are oxidised to produce carboxylic acids • are used as fuels and solvents, and ethanol is the main alcohol in alcoholic drinks. Aqueous solutions of ethanol are produced when sugar solutions are fermented using yeast. Be able to: • recognise alcohols from their names or from given formulae up to butanol • know the conditions used for fermentation of sugar using yeast. • write balanced chemical equations for the reactions of alcohols other than for

combustion reactions.

Carboxylic acids Carboxylic acids have the functional group – COOH. The first four members of a homologous series of carboxylic acids are methanoic acid, ethanoic acid, propanoic acid and butanoic acid. Carboxylic acids: • dissolve in water to produce acidic solutions • react with carbonates to produce carbon dioxide • do not ionise completely when dissolved in water and so are weak acids • react with alcohols in the presence of an acid catalyst to produce esters, for example

ethanoic acid reacts with ethanol to produce ethyl ethanoate and water. Be able to • recognise carboxylic acids from their names or from given formulae up to butanoic acid. • write balanced chemical equations for the reactions of carboxylic acids. • know the name of esters ethyl ethanoate.

Condensation polymerisation • Condensation polymerisation involves monomers with two functional groups. When

these types of monomers react they join together, usually losing small molecules such as water, and so the reactions are called condensation reactions.

• The simplest polymers are produced from two different monomers with two of the same functional groups on each monomer. For example: ethane diol and hexanedioic acid polymerise to produce a polyester:

• Be able to explain the principles of condensation polymerisation in relation to the functional groups in the monomers and the repeating units in the polymers.

Amino acids • Amino acids have two different functional groups in a molecule. Amino acids react by

condensation polymerisation to produce polypeptides. • For example: glycine is H2NCH2COOH and polymerises to produce the polypeptide

(-NCH2COO-)n and nH2O. • Different amino acids can be combined in the same chain to produce proteins.

DNA (deoxyribonucleic acid) and other naturally occurring polymers • DNA (deoxyribonucleic acid) is a large molecule essential for life. DNA encodes genetic

instructions for the development and functioning of living organisms and viruses. • Most DNA molecules are two polymer chains, made from four different monomers

called nucleotides, in the form of a double helix. Other naturally occurring polymers important for life include proteins, starch and cellulose. Proteins are polymers of amino acids. Starch and cellulose are polymers of sugars. Sugars, starch and cellulose are carbohydrates.

Independent Study suggestions

1. Look at the specification points above – use the textbook pages (244-277) to make a few notes/spider diagram/revision cards

2. Watch the Fuse School short 3-4 minute explanation videos on any area you need extra help with:

Coal, oil and gas: https://www.fuseschool.org/topics/59/contents/828

Fractional distillation: https://www.fuseschool.org/topics/59/contents/269

Uses of crude oil fractions: https://www.fuseschool.org/topics/59/contents/830

Functional groups: https://www.fuseschool.org/topics/59/contents/270

Formulae of organic compounds: https://www.fuseschool.org/topics/59/contents/268

Alkanes and Alkenes: https://www.fuseschool.org/topics/59/contents/233

Complete and incomplete combustion: https://www.fuseschool.org/topics/65/contents/330

Isomers: https://www.fuseschool.org/topics/59/contents/1198

Cracking: https://www.fuseschool.org/topics/59/contents/273

Alkenes and bromine water: https://www.fuseschool.org/topics/59/contents/829

Halogenation: https://www.fuseschool.org/topics/59/contents/883

Alcohols: https://www.fuseschool.org/topics/59/contents/288

Making alcohols: https://www.fuseschool.org/topics/59/contents/945

Polymers: https://www.fuseschool.org/topics/59/contents/1000

Themosetting and thermosoftening polymers: https://www.fuseschool.org/topics/59/contents/972

Making polyethene: https://www.fuseschool.org/topics/59/contents/943

Polymers from chloroethene an propene https://www.fuseschool.org/topics/59/contents/279

Condensation polymers: https://www.fuseschool.org/topics/59/contents/267

Synthetic polymers: https://www.fuseschool.org/topics/59/contents/942

Natural polymers: https://www.fuseschool.org/topics/59/contents/276

Proteins: https://www.fuseschool.org/topics/59/contents/408

Carbohydrates: https://www.fuseschool.org/topics/59/contents/884 3. Now have a go at the past paper questions below which you can then mark using the markscheme at

the end.

Q1.This question is about organic compounds.

Hydrocarbons can be cracked to produce smaller molecules.

The equation shows the reaction for a hydrocarbon, C18H38

C18H38 → C6H14 + C4H8 + 2 C3H6 + C2H4

(a) Which product of the reaction shown is an alkane?

Tick one box.

C2H4

C3H6

C4H8

C6H14

(1)

(b) The table below shows the boiling point, flammability and viscosity of C18H38 compared with the other hydrocarbons shown in the equation.

Boiling point Flammability Viscosity

A highest lowest highest

B highest lowest lowest

C lowest highest highest

D lowest highest lowest

Which letter, A, B, C or D, shows how the properties of C18H38 compare with the properties of C2H4, C3H6, C4H8 and C6H14?

Tick one box.

A

B

C

D

(1)

(c) The hydrocarbon C4H8 was burnt in air.

Incomplete combustion occurred.

Which equation, A, B, C or D, correctly represents the incomplete combustion reaction?

A C4H8 + 4O → 4CO + 4H2

B C4H8 + 4O2 → 4CO + 4H2O

C C4H8 + 6O2 → 4CO2 + 4H2O

D C4H8 + 8O → 4CO2 + 4H2

Tick one box.

A

B

C

D

(1)

Q2.This question is about hydrocarbons.

(a) Most of the hydrocarbons in crude oil are alkanes.

(i) Large alkane molecules can be cracked to produce more useful molecules.

The equation shows the cracking of dodecane.

Give two conditions used to crack large alkane molecules.

1 ................................................................................................................

2 ................................................................................................................ (2)

(ii) The products hexene and ethene are alkenes.

Complete the sentence.

When alkenes react with bromine water the colour changes from orange to .................................................. .

(1)

(iii) Butane (C4H10) is an alkane.

Complete the displayed structure of butane.

(1)

(b) A group of students investigated the energy released by the combustion of four hydrocarbon fuels.

The diagram below shows the apparatus used.

Each hydrocarbon fuel was burned for two minutes.

Table 1 shows the students’ results. Table 1

After two minutes

Name and formula of hydrocarbon fuel

Mass of fuel used

in g

Temperature increase of water in °C

Energy released by fuel in

kJ

Energy released

by 1.0 g of fuel in kJ

Relative amount of smoke in the flame

Hexane, C6H14 0.81 40 16.80 20.74 very little smoke

Octane, C8H18 1.10 54 22.68 20.62 some smoke

Decane, C10H22

1.20 58 24.36 smoky

Dodecane, C12H26

1.41 67 28.14 19.96 very smoky

(i) Calculate the energy released by 1.0 g of decane in kJ.

...................................................................................................................

...................................................................................................................

Energy released = ...................................... kJ (2)

(ii) Suggest one improvement to the apparatus, or the use of the apparatus, that would make the temperature increase of the water for each fuel more accurate.

Give a reason why this is an improvement.

...................................................................................................................

...................................................................................................................

................................................................................................................... (2)

(iii) The students noticed that the bottom of the beaker became covered in a black substance when burning these fuels.

Name this black substance.

Suggest why it is produced.

...................................................................................................................

...................................................................................................................

...................................................................................................................

................................................................................................................... (2)

(iv) A student concluded that hexane is the best of the four fuels.

Give two reasons why the results in Table 2 support this conclusion.

1 ................................................................................................................

...................................................................................................................

2 ................................................................................................................

................................................................................................................... (2)

(c) In this question you will be assessed on using good English, organising information clearly and using specialist terms where appropriate.

Most car engines use petrol as a fuel.

• Petrol is produced from the fractional distillation of crude oil.

• Crude oil is a mixture of hydrocarbons.

• Sulfur is an impurity in crude oil.

Car engines could be developed to burn hydrogen as a fuel.

• Hydrogen is produced from natural gas.

• Natural gas is mainly methane.

Table 2 shows information about petrol and hydrogen.

Table 2

Petrol Hydrogen

State of fuel at room

temperature Liquid Gas

Word equation for

combustion of the fuel petrol + oxygen → carbon

dioxide + water

hydrogen + oxygen →

water

Energy released from

combustion of 1 g of the fuel

47 kJ 142 kJ

Describe the advantages and disadvantages of using hydrogen instead of petrol in car engines.

Use the information given and your knowledge and understanding to answer this question. (6)

(Total 18 marks)

Q3.A student investigated the viscosity of liquid hydrocarbons.

A viscous liquid is a liquid that flows slowly.

The student used this method.

• Measure 50 cm3 of the liquid hydrocarbon.

• Pour the liquid hydrocarbon into the funnel, as shown in Figure 1.

• Time how long it takes for all of the liquid hydrocarbon to run out of the funnel.

• Repeat the experiment for other liquid hydrocarbons.

(a) (i) Give the name of apparatus A in Figure 1.

............................................................................................................... (1)

(ii) Name the apparatus that could be used to measure 50 cm3 of liquid hydrocarbon.

............................................................................................................... (1)

(b) The student’s results for six liquid hydrocarbons are shown in Table 1.

Table 1

Formula of liquid hydrocarbon

Time for liquid hydrocarbon to run out of the funnel in seconds Mean time in

seconds Experiment 1 Experiment 2 Experiment 3

C5H12 12 11 13 12

C6H14 14 15 15 15

C7H16 19 20 18

C8H18 27 26 28 27

C10H22 46 48

47

C12H26 65 67 69 67

(i) The student did the experiment three times with each liquid hydrocarbon.

Give two reasons why.

...............................................................................................................

...............................................................................................................

............................................................................................................... (2)

(ii) Use the data in Table 1 to calculate the mean time, in seconds, for C7H16

...............................................................................................................

...............................................................................................................

Mean time = ................................... seconds (1)

(iii) Complete the sentence.

As the number of carbon atoms in a molecule of liquid hydrocarbon increases, the time taken for the liquid hydrocarbon to run out of the funnel ................................................ .

(1)

(iv) A ring has been drawn around one result in Table 1.

This result has not been used to calculate the mean time for C10H22 Suggest why this result was not used.

...............................................................................................................

............................................................................................................... (1)

(v) Suggest one error the student may have made to get the ringed result.

...............................................................................................................

...............................................................................................................

............................................................................................................... (1)

(c) The student investigated the effect of temperature on the viscosity of one of the liquid hydrocarbons.

The liquid hydrocarbon he was using had the hazard symbols shown in Figure 2.

(i) Suggest why the student warmed the liquid hydrocarbon using warm water and not a Bunsen flame.

...............................................................................................................

............................................................................................................... (1)

(ii) The student wore safety glasses.

Give one other safety precaution the student should take, and give a reason for this safety precaution.

Safety precaution .................................................................................

Reason .................................................................................................

............................................................................................................... (2)

(d) This is the method the student used to investigate the effect of temperature on the viscosity of one of the liquid hydrocarbons.

• Measure 50 cm3 of the liquid hydrocarbon and pour it into a beaker.

• Stand the beaker of liquid hydrocarbon in a heated water bath.

• Leave for a few minutes.

• Measure the temperature of the liquid hydrocarbon.

• Pour the liquid hydrocarbon into the funnel, as shown in Figure 3.

• Time how long it takes for all of the liquid hydrocarbon to run out of the funnel.

• Repeat the experiment at different temperatures.

(i) The student’s results are shown in Table 2.

Temperature of liquid

hydrocarbon in °C Time to run out of the

funnel in seconds

23 27

30 21

37 17

46 16

55 11

65 9

Plot the results shown in Table 2 on the graph in Figure 4.Draw a curve of best fit.

(3)

(ii) One of the points is anomalous.

Draw a ring around the anomalous point on your graph. (1)

(iii) Predict how long it will take the liquid hydrocarbon to run through the funnel at 70 °C.

Show your working on your graph.

Time = ........................................ seconds (2)

(iv) Describe the relationship between the temperature of the liquid hydrocarbon and the viscosity of the liquid hydrocarbon.

...............................................................................................................

...............................................................................................................

...............................................................................................................

...............................................................................................................

............................................................................................................... (3)

(v) The apparatus the student used in Figure 2 could lead to a systematic error in the results. Identify one source of systematic error, and describe how the student could avoid or reduce the error.

...............................................................................................................

...............................................................................................................

...............................................................................................................

............................................................................................................... (2)

(Total 22 marks)

Q4. Crude oil is a mixture of mostly alkanes.

(a) Crude oil is separated into useful fractions by fractional distillation.

(i) Describe and explain how the mixture of alkanes is separated by fractional distillation.

..........................................................................................................................

..........................................................................................................................

..........................................................................................................................

..........................................................................................................................

..........................................................................................................................

.......................................................................................................................... (3)

(ii) The table gives the name and formula for each of the first three alkanes.

Complete the table to show the formula of butane.

Name of alkane Formula

Methane CH4

Ethane C2H6

Propane C3H8

Butane

(1)

(b) The structural formula of methane, CH4, is:

H │ │ H

Draw the structural formula of propane, C3H8

(1)

(c) The relative amounts of and the market demand for some hydrocarbons from the fractional distillation of crude oil are shown in the graph.

(i) Why is the market demand for the C5 – C8 fraction higher than the market demand for the C21 – C24 fraction?

..........................................................................................................................

.......................................................................................................................... (1)

(ii) Cracking is used to break down large hydrocarbon molecules into smaller hydrocarbon molecules.

Complete the symbol equation by writing in the formula of the other hydrocarbon.

C20H42 C16H34 + 2 .......................................... (1)

(iii) The C5 – C8 fraction has low supply and high market demand.

Suggest three ways in which the oil industry could overcome this problem.

............................................................................................................................

............................................................................................................................

..........................................................................................................................

3 .......................................................................................................................

.......................................................................................................................... (3)

(Total 10 marks)

Q5. To make a plastic, such as poly(ethene), from crude oil involves many processes.

(a) Describe how crude oil is separated into fractions.

........................................................................................................................

........................................................................................................................

........................................................................................................................

........................................................................................................................ (2)

(b) Ethene is produced by cracking the hydrocarbons in the naphtha fraction.

(i) Balance the symbol equation for this reaction.

C10H22

decane → C4H10

butane + C2H4

ethene

(1)

(ii) Describe how cracking is carried out.

...............................................................................................................

...............................................................................................................

...............................................................................................................

...............................................................................................................

............................................................................................................... (2)

(c) Alkanes, such as butane (C4H10), do not form polymers.

Alkenes, such as ethene (C2H4), do form polymers.

Explain these statements.

........................................................................................................................

........................................................................................................................

........................................................................................................................

........................................................................................................................

........................................................................................................................ (2)

(d) Ethene molecules form the polymer poly(ethene). One molecule in poly(ethene) will contain thousands of carbon atoms. The diagram represents part of a poly(ethene) molecule.

Propene molecules form the polymer poly(propene).

Draw a diagram to represent part of a poly(propene) molecule.

(2)

(Total 9 marks)

Q6.Ethene is used to produce poly(ethene).

(a) Draw the bonds to complete the displayed formulae of ethene and poly(ethene) in the equation.

(2)

(b) Polyesters are made by a different method of polymerisation.

The equation for the reaction to produce a polyester can be represented as:

Compare the polymerisation reaction used to produce poly(ethene) with the polymerisation reaction used to produce a polyester.

.............................................................................................................................

.............................................................................................................................

.............................................................................................................................

.............................................................................................................................

.............................................................................................................................

.............................................................................................................................

.............................................................................................................................

.............................................................................................................................

............................................................................................................................. (4)

(Total 6 marks)

Q7.Figure 1 shows how ethanol is made from plants and from crude oil.

(a) What is the name of the reaction to produce ethanol from sugar?

Tick (✔) one box.

fermentation

polymerisation

reduction

(1)

(b) A student made ethanol from sugar.

Figure 2 shows the apparatus used.

(i) What change is seen in the limewater? Give a reason for your answer.

...................................................................................................................

................................................................................................................... (2)

(ii) The student wanted to separate the solid yeast from the solution.

Figure 3 shows the apparatus used.

What is missing from the apparatus in Figure 3?

...................................................................................................................

................................................................................................................... (1)

(Total 4 marks)

Q8.This question is about organic compounds.

(a) Ethanol is an alcohol. One use of ethanol is in alcoholic drinks.

Give two other uses of ethanol.

........................................................................................................................

........................................................................................................................ (2)

(b) Which gas is produced when sodium reacts with ethanol?

Tick ( ) one box.

Carbon dioxide

Carbon monoxide

Hydrogen

Oxygen

(1)

(c) Ethanoic acid (CH3COOH) can be produced from ethanol (CH3CH2OH).

(i) What type of reaction produces ethanoic acid from ethanol?

............................................................................................................... (1)

(ii) Complete the displayed structure of ethanoic acid.

(1)

(iii) Solutions of ethanoic acid and hydrochloric acid with the same concentration have different pH values.

Explain why the solution of ethanoic acid has a higher pH than the solution of hydrochloric acid.

...............................................................................................................

...............................................................................................................

...............................................................................................................

............................................................................................................... (2)

(d) Ethanol and ethanoic acid react in the presence of a catalyst to form an ester.

(i) Name the ester made from ethanol and ethanoic acid.

............................................................................................................... (1)

(ii) What type of chemical is used as a catalyst in this reaction?

............................................................................................................... (1)

(iii) Esters are used in perfumes because they smell pleasant and are volatile.

What does volatile mean?

............................................................................................................... (1)

(Total 10 marks)

Answers:

M1.(a) C6H14

1

(b) A 1

(c) B 1

M2.(a) (i) high temperature

allow heating / hot / 250-900 °C 1

catalyst or steam

allow named catalyst eg zeolite, Al2O3, silica, ceramic

allow in the absence of air / oxygen 1

ignore any references to pressure

(ii) colourless

allow decolourised

ignore clear / discoloured 1

(iii) 1

(b) (i) 20.3(0) (kJ)

if answer incorrect allow 1 mark for 24.36/1.2 2

(ii) use a lid

allow insulate beaker or use draught shield 1

reduce energy / heat loss

ignore references to thermometer or repeats or distance of flame or loss of water

vapour

allow stir (1) to distribute energy / heat (1)

allow use a metal can (1) as it’s a better conductor (1) 1

(iii) carbon/soot

ignore tar, smoke 1

(produced by) incomplete combustion

allow from a limited supply of oxygen/air 1

(iv) hexane gives out the greatest energy (per 1.0 g)

ignore more energy 1

hexane produces the least smoke / carbon / soot

allow has the cleanest flame

ignore less smoke / carbon / soot 1

(c) Marks awarded for this answer will be determined by the Quality of Written Communication (QWC) as well as the standard of the scientific response. Examiners should also apply a ‘best-fit’ approach to the marking.

Level 3 (5 – 6 marks): Descriptions of advantages and disadvantages that are linked to their own knowledge.

Level 2 (3 – 4 marks): Descriptions of an advantage and a disadvantage with some use of their knowledge to add value.

Level 1 (1 – 2 marks): Statements made from the information that indicate whether at least one statement is an advantage or a disadvantage or a linked advantage or disadvantage

0 marks: No relevant content

Examples of the added value statements and links made in the response could include: Note that link words are in bold; links can be either way round. Accept reverse arguments and ignore cost throughout.

Advantages of using hydrogen: • Combustion only produces water so causes no pollution • Combustion does not produce carbon dioxide so this does not contribute to global warming or climate change • Combustion does not produce sulfur dioxide so this does not contribute to acid rain • Incomplete combustion of petrol produces carbon monoxide that is toxic • Incomplete combustion of petrol produces particulates that contribute to global dimming • Petrol comes from a non-renewable resource but there are renewable/other methods

of producing hydrogen • Hydrogen releases more energy so less fuel needed or more efficient

Disadvantages of using hydrogen: • Hydrogen is a gas so is difficult to store or transfer to vehicles • Hydrogen gas is very flammable so leaks cause a greater risk of explosion • Most hydrogen is produced from fossil fuels which are running out • Cannot be used in existing car engines so modification / development or replacement is needed • Lack of filling stations so difficult to refuel your vehicle

6

[18]

M3.(a) (i) (conical) flask 1

(ii) measuring cylinder / pipette / burette 1

(b) (i) any two from: • so anomalous results could be identified / ignored • so a mean / average could be taken • (to improve) accuracy

2

(ii) 19 1

(iii) increases / gets longer / gets bigger 1

(iv) anomalous / does not agree with other times for C10H22

1

(v) any one from: • shorter hydrocarbon used • volume of hydrocarbon too small • started timing late • stopped timing too early / when liquid left in funnel

must suggest why the result is lower than the others.

allow the temperature was higher or the students used a wider funnel. 1

(c) (i) flammable 1

(ii) suitable safety precaution 1

reason that links the safety precaution to the hazard symbols

eg:

• wear gloves

• (because) it is hazardous to health / harmful / toxic / irritant

or

• do not pour down sink or dispose of properly

• (because) it is harmful to the environment / kills fish

or

• wear a mask or do it in the fume cupboard or a well-ventilated area

• respiratory irritant 1

(d) (i) points plotted correctly (within half small square)

all six points correct scores 2

3, 4 or 5 points correct scores 1 2

smooth curve of best fit 1

(ii) point at 46 °C circled

allow point furthest from the line as drawn 1

(iii) working shown on graph 1

value read from graph line drawn (within half small square) 1

(iv) the higher the temperature the lower the viscosity

allow the higher the temperature the lower / shorter the time taken for 1 mark 2

non-linear or change gets smaller as temperature gets higher

answer relating temperature to time taken can score a maximum of 2 marks. 1

(v) identifying source of the error 1

method of avoiding the error

eg:

• the temperature will drop

• insulate the funnel

or

• runs out before all added

• put a tap on the funnel 1

[22]

M4. (a) (i) heat / evaporate the crude oil / change to gas or vapour

do not accept heat with catalyst 1

cool / condense (hydrocarbons)

allow small molecules at top and / or large molecules at bottom 1

at different temperatures / boiling points

if the answer describes cracking ‘ no marks 1

(ii) C4H10

1

(b) H H H │ │ │ H ─C ─ C ─ C ─ H │ │ │ H H H

1

(c) (i) C5 to C8 fraction are fuels or easier to burn or petrol (fraction)

accept C21 to C24 fraction not useful as fuels

do not accept produce more energy 1

(ii) C2H4

do not accept C4H8

1

(iii) any three from:

• use different / lighter crude oils

• develop markets for low demand fractions

• develop new techniques / equipment to use low demand fractions as fuels

• cracking

• convert low demand fractions to high demand fractions or bigger molecules to smaller molecules

• develop alternative / bio fuels

do not accept price 3

[10]

M5. (a) vaporise / evaporate

allow boil for vaporise 1

different condensing points / temperatures

accept condense at different levels

ignore different size molecules or different densities

mention of cracking = max 1

allow boils at different temperatures and condenses for 2 marks

if no other marks awarded allow

fractional distillation for 1 mark 1

(b) (i) 3 (C2H4)

accept +C4H8

1

(ii) (decane / naphtha / hydrocarbon) vaporise / evaporate

allow crude oil

allow boil for vaporise 1

(passed over) a catalyst / alumina / porous pot

ignore other names of catalysts 1

(c) any two from:

‘they’ must be clarified

• alkanes / butane (molecules) do not have a (carbon carbon) double bond / are saturated / have (carbon carbon) single bonds

• alkenes / ethene (molecules) have (carbon carbon) double bonds

or are unsaturated

• alkenes / ethene molecules are able to bond to other molecules 2

(d) single bonds between carbon atoms

– C - C – 1

the -CH3 group appears on each pair of carbons on the ‘chain’

NB any double bonds = 0 marks 1

[9]

M6.(a) (ethene)

1

(polyethene)

1

(b) any four from:

• poly(ethene) produced by addition polymerisation whereas polyester by condensation polymerisation

• poly(ethene) produced from one monomer wheareas polyester produced from two different monomers

• poly(ethene) produced from ethene / alkene whereas polyester from a (di)carboxylic acid and a diol / alcohol

• poly(ethene) is the only product formed whereas polyester water also produced

• poly(ethene) repeating unit is a hydrocarbon whereas polyester has an ester linkage

4

[6]

M7.(a) fermentation 1

(b) (i) turns cloudy / milky / white

ignore bubbles 1

because carbon dioxide is produced

allow CO2 produced 1

(ii) filter paper 1

[4]

M8.(a) any two from:

• fuel

allow source of energy • solvent

allow perfume / aftershave • antiseptic

allow antibacterial 2

(b) Hydrogen 1

(c) (i) oxidation

do not allow redox 1

(ii) correct structure 1

(iii) ethanoic acid is a weak / weaker acid

it = ethanoic acid 1

because it does not completely ionise.

allow because it does not completely dissociate

allow it has a lower concentration of hydrogen ions

allow converse for hydrochloric acid

do not allow ionising 1

(d) (i) ethyl ethanoate 1

(ii) acid

allow any strong acid

allow correct formulae 1

(iii) evaporates easily / quickly

allow low boiling point

do not allow flammable 1

[10]


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