Examiner Reports Unit 4 (WCH04) June 2014
Examiner Reports Unit 4 (WCH04) June 2014
June 2014
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June 2014
Examiner Comments
This candidate drew a structural formula by the skeletal formula but then
used this to help work out the correct molecular formula. This response
scored 1 mark.
Examiner Tip
Examiner Comments
This candidate has circled a carbon atom with two hydrogen atoms attached,
so did not score a mark.
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This candidate has identified the correct chiral carbon atom and scored 1
mark.
Examiner Comments
This answer did not score any marks as there is no mention of restricted
rotation around the C=C and it refers to molecules attached to a carbon
atom. There are different atoms or groups of atoms attached to the carbon
atoms but not molecules.
Examiner Tip
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This answer did not score a mark. The double bond circled
here has two CH3 groups and one of the requirements for E-Z
isomerism is that each carbon atom must be attached to two
different atoms or groups of atoms.
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This candidate has added a correct Revise the reagents and observations for the tests
reagent, so scores 1 mark. However, for aldehydes so that you do not mix them up.
they have given the observation for a
different reagent.
Examiner Comments
This candidate reduced the aldehyde and double bonds with hydrogen and a nickel catalyst,
instead of just the double bonds. They also reduced one of the double bonds with lithium
tetrahydroidoaluminate(III) instead of the aldehyde. This answer did not score any marks.
Examiner Tip
This candidate has scored 1 mark for the correct answer to (ii). They have
oxidized the aldehyde to a carboxylic acid in (i), which is incorrect. Hydrogen is
a reducing agent.
Examiner Tip
The 2 additional hydrogen atoms attached to the carbon with the OH group are
not needed in a skeletal formula as they are not part of the functional group.
However, they were allowed on this occasion.
Draw skeletal formulae without any additional hydrogen atoms.
This candidate has scored 1 mark for (i). They have left the double bonds in
their answer to (ii) and reduced the aldehyde to an alcohol which is correct, but
they have lost a carbon atom on the right of the chain by linking the OH group
directly to the C=C.
Examiner Tip
Draw skeletal formulae carefully and check that you have the correct number
of carbon atoms.
This candidate has explained the order with respect to hydrogen peroxide, so scored
1 mark for part (i). They have chosen experiments 2 and 3 to deduce the order with
respect to hydrogen ions, but have not realised that the concentration of hydrogen
peroxide is also changing.
The order with respect to iodide ions is incorrect so did not score a mark. If it was zero
order, there would be a straight, horizontal line showing that the rate does not change as
the concentration changes.
The rate equation and rate constant in parts (iii) and (iv) are consequentially correct and
scored 1 and 2 marks respectively.
Examiner Tip
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These equations did not score any marks. The rate determining
step does not start with 2NO2 and the two equations do not add
up to the overall equation.
Examiner Tip
Use the orders to work out the rate determining step. The rate
determining step for this reaction must only have two molecules of
nitrogen dioxide on the left of the equation as the reaction is second
order with respect to nitrogen dioxide and zero order with respect to
carbon monoxide. You can then deduce the equation for Step 2 as the
two equations must add up to the overall equation.
Examiner Tip
This candidate has selected the correct entropy values from the Data
Booklet but they have multiplied two of them by 2, even though
there are no balancing numbers in the overall equation. They scored
1 mark for part (ii).
Part (iii) is correct and part (iv) is consequentially correct on the
incorrect value from part (ii), so these both scored 2 marks.
This candidate has scored 2 marks for the A curly arrow with a full arrow head represents the
correct dipole on the carbonyl group and movement of a pair of electrons.
the correct intermediate. They have drawn A curly arrow with a half arrow head represents the
curly arrows with half arrow heads, which movement of a single electron. These are used in
is incorrect. reactions that involve free radicals.
This candidate has omitted the dipole on the carbonyl group. The
first two curly arrows and the intermediate are correct and scored
2 marks. There is a curly arrow from the H+ ion to the lone pair of
electrons on the oxygen, which is incorrect.
Examiner Tip
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This candidate gave the correct formula If you give a name and formula, both must be
but the name is incorrect, so they did not correct to score the mark. It is better to give the one
score a mark you are most confident is correct.
Examiner Comments
Examiner Tip
Question 20 (c)
Many candidates only scored 1 mark as they did not write a balanced equation and omitted
the water that is also produced. Some candidates started with propanoic acid and propan-
2-ol but drew the ester formed from propan-1-ol. A few candidates omitted the hydrogen
atom from the central carbon atom of propan-2-ol in the alcohol and/or the ester, leaving
a three co-ordinate carbon atom. Some candidates wrote an equation for propanoic acid
reacting with propan-1-ol instead of propan-2-ol. However, they were given 1 mark if the
equation, including water as a product, was completely correct.
Examiner Comments
This candidate has shown the correct structure for the ester and
scored 1 mark. However, they have omitted water from the equation.
Examiner Tip
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This candidate has identified the OH peak and the specific alcohol and
scored 2 marks.
Examiner Tip
This candidate has given incorrect symbols for Use correct formulae for the
hydrogen and iodine so does not score the mark reactants and products from the
for part (i). The calculation in part (ii) is correct, balanced equation.
including the units, so 5 marks were awarded.
The candidate should have referred to the When writing about the effect of a change
moles of gas but in this equation all of the of pressure on a system in equilibrium,
reactants and products are gases so this was always refer to the number of moles of gas
awarded 1 mark. molecules.
Examiner Comments
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The acid will have a conjugate base but the important point of
the definition is missing. This answer did not score a mark.
Examiner Tip
Examiner Comments
This candidate has not written a balanced equation for part (ii),
so did not score the mark.
They have included water in the expression for Ka, so did not
score the mark for part (iii).
Examiner Tip
This candidate has correctly converted pKa into Ka at the start of their
answer, but has then copied it incorrectly in the next stage. However, the
rest of the working is correct. There is also one correct assumption so
this answer scored 3 marks.
Examiner Tip
This candidate has scored 1 mark for part (i) Titration curves should end at a lower pH
as they have calculated the pH correctly, but than the solution being added.
not given their answer to one decimal place.
The titration curve is finishing at a pH higher
than that of the sodium hydroxide solution,
so scores no mark.
This candidate has scored 2 marks for part (i) as the calculation
is correct (using the pOH route) and they have given the value
to one decimal place.
The titration curve ends at a pH lower than 13.2, so part (ii)
scored 1 mark.
Examiner Tip
This candidate has scored 3 marks for a correct answer to part (iii).
They have scored 1 mark for a correct pH in part (iv), but there is not
enough explanation for the second mark.
This is an excellent answer that scored 3 marks for part (iii) and 2
marks for part (iv).
Examiner Comments
This candidate has described the buffer solution and given equations
for how it is formed. However, they have not explained how the buffer
solution reacts with added H+ or OH- ions. This answer scored 1 mark.
Examiner Tip
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