Please check the examination details below before entering your candidate information

Candidate surname Other names

Pearson Edexcel Centre Number Candidate Number

International
Advanced Level

Wednesday 15 May 2019

Afternoon (Time: 1 hour 15 minutes) Paper Reference WCH06/01

Chemistry
Advanced
Unit 6: Chemistry Laboratory Skills II

Candidates must have: Scientific calculator Total Marks

Instructions
• Use black ink or black ball-point pen.
• centre
Fill in the boxes at the top of this page with your name,
number and candidate number.
• Answer allthequestions.
Answer
• – there may bequestions in the spaces provided
more space than you need.

Information
• The total mark for this paper is 50.
• The marks for each question are shown in brackets
– use this as a guide as to how much time to spend on each question.
• You will be assessed on your ability to organise and present information, ideas,
descriptions and arguments clearly and logically, including your use of grammar,
punctuation and spelling.
• A Periodic Table is printed on the back cover of this paper.

Advice
• Read each question carefully before you start to answer it.
• Checkallyouryouranswers
Show working in calculations and include units where appropriate.
• if you have time at the end.

Turn over

*P56132A0116*
P56132A
©2019 Pearson Education Ltd.

2/2/1/1/1/1/

Answer ALL the questions. Write your answers in the spaces provided.

1 This question is about five inorganic compounds (A, B, C, D and E).

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(a) Compounds A and B contain s-block elements.
(i) In flame tests, A gave a yellow colour and B gave a yellow-red colour.
Identify the s-block metal ions in A and B.
(1)

The metal ion in A .. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . ............................................................................................................................................ . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .

The metal ion in B .. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . ........................................................................................................................................... . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .

(ii) Give the colour of the precipitate formed when concentrated
sodium hydroxide solution is added to an aqueous solution of B.
(1)

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Compound A is a carbonate.

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(iii)

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Write an ionic equation for the reaction that takes place when
dilute hydrochloric acid is added to an aqueous solution of A.
Include state symbols.
(2)

Compound B is a halide.
(iv)
Identify, by name or formula, a reagent that may be used to test for
halide ions in an aqueous solution of B.
(1)

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(b) Compounds C, D and E are nitrates of d-block elements.

Aqueous sodium hydroxide is added, drop by drop, until in excess to separate
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solutions of C, D and E.
Compound C forms an off-white precipitate which darkens on standing in air.
(i)
Identify the precipitate, by name or formula, and explain why it darkens.
(2)

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Compound D forms a white precipitate which dissolves in excess sodium hydroxide

(ii)
to form a colourless solution containing a complex ion.
Write the formula of this complex ion.
(1)
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Compound E forms a green precipitate which does not dissolve in excess

(iii)
sodium hydroxide.
The precipitate turns brown on standing in air.
Identify, by name or formula, the compound E and the brown solid.
(2)

Compound E.. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . ............................................................................................................................................ . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .

Brown solid.. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . ............................................................................................................................................ . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .

(Total for Question 1 = 10 marks)

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2 This question is about three organic compounds: X, Y and Z.
X, Y and Z have the same molecular formula, C6H12O.

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The table shows the observations made in some chemical tests on X, Y and Z.

Observations with reagent

Iodine in
Acidified Brady’s
Sodium Bromine aqueous
Compound sodium reagent
metal water sodium
dichromate(VI) (2,4‑DNPH)
hydroxide
Orange Pale yellow
X No change No change No change
precipitate precipitate
Y Effervescence Decolourises Turns green No change No change
Z Effervescence No change No change No change No change

(a) Use information from the table to answer the following questions.
(i) State what can be deduced about X from the positive test results.

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(2)

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(ii) Name the functional groups present in Y.

(2)

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(iii) Complete the equation for the reaction between Z and sodium metal.
State symbols are not required.
(1)
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C6H12O + Na →

(b) The high resolution proton nmr spectrum of compound X has only two peaks
which are singlets with relative peak areas of 1 : 3.
(i) State what can be deduced from the presence of only two peaks in the
nmr spectrum.
(1)

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(ii) State what can be deduced from the fact that these peaks are singlets.
(1)

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(iii) Use the nmr information, your answer to (a)(i) and the molecular formula to
deduce the structure of X.
(1)
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(c) Compound Y is straight-chained and does not have geometric or optical isomers.
(i) State what can be deduced from the fact that Y does not exist as geometric isomers.

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(1)

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(ii) State what can be deduced from the fact that Y does not have optical isomers.
(1)

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(iii) Use information about Y, your answer to (a)(ii) and the molecular formula to
deduce the structure of Y.
(1)

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(d) (i) Deduce the type and classification of the functional group present in Z,
using observations from the table.
(1)

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Compound Z contains a five-membered carbon ring.

(ii)
Deduce the structure of Z using this information, your deduction in (d)(i) and
the molecular formula.
(1)
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(Total for Question 2 = 13 marks)

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3 This question is about the analysis of iron supplements used to prevent or treat
iron deficiency anaemia.
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A student used the following procedure to analyse iron tablets containing iron in the
form of hydrated iron(II) sulfate, FeSO4.7H2O.
Procedure
Step 1 Grind up two iron tablets with a little dilute sulfuric acid using a pestle
and mortar.
Step 2 Transfer the resulting paste into a 100.0 cm3 volumetric flask. Rinse the
apparatus used with dilute sulfuric acid, transferring all washings to the
volumetric flask.
Step 3 Add sufficient dilute sulfuric acid to the volumetric flask to make up the
solution to exactly 100.0 cm3. Stopper the flask and invert it several times.
Step 4 Using a pipette, transfer 10.0 cm3 of the solution to a conical flask and
titrate it with 0.00500 mol dm−3 potassium manganate(VII) solution.
Step 5 Repeat Step 4 until concordant results are obtained.
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The overall equation for the reaction occurring in the titration is

MnO4−(aq) + 8H+(aq) + 5Fe2+(aq)  → Mn2+(aq) + 5Fe3+(aq) + 4H2O(l)

(a) (i) Give the reason why the titration in Step 4 does not require the addition of
an indicator.
(1)

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(ii) Give the colour change at the end-point.

(1)

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(b) The student decided to take the burette readings from the top of the liquid level
rather than from the bottom of the meniscus.

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Suggest the effect of this, if any, on the titre values. Justify your answer.
(2)

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(c) Results of the titrations are given in the table.

Titration number 1 2 3 4

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Burette reading (final) / cm3 10.85 21.40 31.60 42.40

Burette reading (initial) / cm3  0.00 10.85 21.40 32.10

Titre / cm3 10.85

(i) Complete the table and use the concordant values to calculate the mean titre.
(2)

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(ii) Use your mean titre and information from the procedure to calculate the mass
of hydrated iron(II) sulfate, FeSO4.7H2O, present in one iron tablet.
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Give your answer to an appropriate number of significant figures.

(5)
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(d) The uncertainties in the burette and pipette measurements are ±0.05 cm3 and
±0.06 cm3 respectively.
Calculate which of these pieces of apparatus gives the greater percentage
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uncertainty in this experiment.

(2)

(Total for Question 3 = 13 marks)

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4 This question is about the laboratory preparation of 3‑methylbutyl ethanoate,
an ester used as a banana flavouring in foods.

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O O
  +          +  H2O
OH HO O
ethanoic acid 3-methylbutan-1-ol 3-methylbutyl ethanoate

Procedure
Step 1 Add 7.5 cm3 of 3-methylbutan-1-ol, 10 cm3 of ethanoic acid and
2 cm3 of concentrated sulfuric acid to a round-bottom flask.
Step 2 Add a few anti-bumping granules and heat the mixture under reflux
for 35 minutes.
Step 3 Transfer the cooled reaction mixture to a separating funnel. Add 30 cm3
of distilled water and washings from the flask. Shake the mixture, allow to
separate and discard the aqueous layer.
Step 4 Wash the organic layer with 15 cm3 of sodium hydrogencarbonate solution,

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releasing the build up of pressure. Discard the aqueous layer and repeat
until the aqueous layer is slightly alkaline.
Step 5 Transfer the organic layer to a boiling tube and dry with
anhydrous magnesium sulfate.
Step 6 Decant the organic layer into a clean round-bottom flask and distil.
Collect the fraction boiling between 140 °C and 144 °C in a pre-weighed test tube.
Data

Compound Molar mass / g mol−1 Density / g cm−3 Boiling temperature / °C

3-methylbutan-1-ol 88.0 0.81 131
ethanoic acid 60.0 1.05 118
3-methylbutyl ethanoate 130.0 0.88 142

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*P56132A01016*


(a) State the purpose of the concentrated sulfuric acid and of the anti‑bumping
granules added to the round-bottom flask.
(2)
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Concentrated sulfuric acid in Step 1 .. . ........................................................................................................................................... . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .

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

Anti-bumping granules in Step 2 .. . . . . . . . . . ........................................................................................................................................... . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .

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

(b) Draw a labelled diagram of the apparatus used to heat the reaction mixture
under reflux in Step 2.
(2)
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(c) Draw a diagram of the separating funnel in Step 3, clearly labelling the aqueous
and organic layers.
(2)

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(d) Give the reason why the organic layer is washed with sodium hydrogencarbonate solution
in Step 4 and suggest how the alkalinity of the aqueous layer should be confirmed.
(2)

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

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

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(e) Explain why the distillate is not collected below 140 °C in Step 6.
(2)
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................................ . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . ............................................................................................................................................ . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .

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

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

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

(f ) A student prepared 4.75 g of 3‑methylbutyl ethanoate starting with 7.5 cm3 of

3‑methylbutan‑1‑ol and excess ethanoic acid.
(i) Calculate the percentage yield of 3‑methylbutyl ethanoate.
(3)
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(ii) Give the main reason why the yield is significantly less than 100%.
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Do not consider errors in the experimental procedure or transfer losses.

(1)

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

(Total for Question 4 = 14 marks)

TOTAL FOR PAPER = 50 MARKS

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*P56132A01616*
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