H432/02 Mark Scheme Practice 1

Practice paper – Set 1

A Level Chemistry A
H432/02 Synthesis and analytical techniques

MARK SCHEME

Duration: 2 hours 15 minutes

MAXIMUM MARK 100

Final

This document consists of 27 pages

H432/02 Mark Scheme Practice 1

MARKING INSTRUCTIONS

PREPARATION FOR MARKING

SCORIS

1. Make sure that you have accessed and completed the relevant training packages for on-screen marking: scoris assessor Online Training;
OCR Essential Guide to Marking.

2. Make sure that you have read and understood the mark scheme and the question paper for this unit. These are posted on the RM Cambridge
Assessment Support Portal http://www.rm.com/support/ca

3. Log-in to scoris and mark the required number of practice responses (“scripts”) and the required number of standardisation responses.

YOU MUST MARK 10 PRACTICE AND 10 STANDARDISATION RESPONSES BEFORE YOU CAN BE APPROVED TO MARK LIVE
SCRIPTS.

MARKING

1. Mark strictly to the mark scheme.

2. Marks awarded must relate directly to the marking criteria.

3. The schedule of dates is very important. It is essential that you meet the scoris 50% and 100% (traditional 50% Batch 1 and 100% Batch 2)
deadlines. If you experience problems, you must contact your Team Leader (Supervisor) without delay.

4. If you are in any doubt about applying the mark scheme, consult your Team Leader by telephone, email or via the scoris messaging system.

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H432/02 Mark Scheme Practice 1

5. Work crossed out:

a. where a candidate crosses out an answer and provides an alternative response, the crossed out response is not marked and gains no
marks

b. if a candidate crosses out an answer to a whole question and makes no second attempt, and if the inclusion of the answer does not
cause a rubric infringement, the assessor should attempt to mark the crossed out answer and award marks appropriately.

6. Always check the pages (and additional objects if present) at the end of the response in case any answers have been continued there. If the
candidate has continued an answer there then add a tick to confirm that the work has been seen.

7. There is a NR (No Response) option. Award NR (No Response)

- if there is nothing written at all in the answer space

- OR if there is a comment which does not in any way relate to the question (e.g. ‘can’t do’, ‘don’t know’)

- OR if there is a mark (e.g. a dash, a question mark) which isn’t an attempt at the question.

Note: Award 0 marks – for an attempt that earns no credit (including copying out the question).

8. The scoris comments box is used by your Team Leader to explain the marking of the practice responses. Please refer to these comments
when checking your practice responses. Do not use the comments box for any other reason.

If you have any questions or comments for your Team Leader, use the phone, the scoris messaging system, or email.

9. Assistant Examiners will send a brief report on the performance of candidates to their Team Leader (Supervisor) via email by the end of the
marking period. The report should contain notes on particular strengths displayed as well as common errors or weaknesses. Constructive
criticism of the question paper/mark scheme is also appreciated.

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H432/02 Mark Scheme Practice 1

10. For answers marked by levels of response:

Read through the whole answer from start to finish, concentrating on features that make it a stronger or weaker answer using the indicative
scientific content as guidance. The indicative scientific content indicates the expected parameters for candidates’ answers, but be prepared to
recognise and credit unexpected approaches where they show relevance.

Using a ‘best-fit’ approach based on the science content of the answer, first decide which set of level descriptors, Level 1, Level 2 or Level 3,
best describes the overall quality of the answer using the guidelines described in the level descriptors in the mark scheme.

Once the level is located, award the higher or lower mark.

The higher mark should be awarded where the level descriptor has been evidenced and all aspects of the communication statement (in
italics) have been met.

The lower mark should be awarded where the level descriptor has been evidenced but aspects of the communication statement (in italics)
are missing.

In summary:

• The science content determines the level.

• The communication statement determines the mark within a level.

Level of response questions on this paper are 16(a)(iv) and 17(c).

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H432/02 Mark Scheme Practice 1

11. Annotations

Annotation Meaning

DO NOT ALLOW Answers which are not worthy of credit

IGNORE Statements which are irrelevant

ALLOW Answers that can be accepted

() Words which are not essential to gain credit

__ Underlined words must be present in answer to score a mark

ECF Error carried forward

AW Alternative wording

ORA Or reverse argument

H432/02 Mark Scheme Practice 1

12. Subject-specific Marking Instructions

INTRODUCTION

Your first task as an Examiner is to become thoroughly familiar with the material on which the examination depends. This material includes:

• the specification, especially the assessment objectives

• the question paper

• the mark scheme.

You should ensure that you have copies of these materials.

You should ensure also that you are familiar with the administrative procedures related to the marking process. These are set out in the OCR
booklet Instructions for Examiners. If you are examining for the first time, please read carefully Appendix 5 Introduction to Script Marking:
Notes for New Examiners.

Please ask for help or guidance whenever you need it. Your first point of contact is your Team Leader.

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H432/02 Mark Scheme Practice 1

Question Key Marks Guidance

1 A 1

2 B 1

3 B 1

4 D 1

5 C 1

6 A 1

7 B 1

8 D 1

9 C 1

10 B 1

11 B 1

12 A 1

13 C 1

14 D 1

15 B 1

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 H432/02 Mark Scheme Practice 1

Question Answer Marks Guidance

16 (a) (i) Elimination  1 ALLOW Dehydration
(ii) Same structural formula 3 ALLOW have the same
AND structure/displayed formula/skeletal
Different arrangement (of atoms) in space OR different spatial formula
arrangement 
DO NOT ALLOW same empirical formula
OR same general formula

Stereoisomers have the same formula or

molecular formula is not sufficient

Reference to E/Z isomerism or optical

isomerism is not sufficient

IGNORE names

  IF skeletal formula is not used ALLOW

one mark if both stereoisomers of alkene
B are shown clearly.
(iii)
1 ALLOW correct structural OR skeletal OR
displayed formula OR mixture of the above

IGNORE names

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 H432/02 Mark Scheme Practice 1

Question Answer Marks Guidance

(iv)* Please refer to the marking instructions on page 4 of this mark scheme 6 Indicative scientific points, with
for guidance on how to mark this question. bulleted elements, may include:

Level 3 (5-6 marks) 1. Purification

Outlines full details of how a pure sample of B is obtained from the • Use of a separating funnel to
reaction mixture. separate organic and aqueous
AND layers
Correctly calculates mass of B • Drying with an anhydrous salt, e.g.
• Purification steps are clear, in the correct order, using appropriate MgSO4, CaCl2, etc.
scientific terms. • Redistillation
• Calculation shows all relevant steps and mass given to 3 significant
figures. Incorrect purification method is NOT
worthy of credit.
Level 2 (3-4 marks)
Some details of how a sample of B is obtained from the reaction 2. Mass of B obtained
mixture. 9.26
• n(A) used = 102 = 0.0908 (mol)
AND
Attempts a calculation which is mostly correct. = theoretical n(B)
• Purification steps lack detail, e.g. no drying agent or no explanation • Actual n(B) obtained
75
of separation, or only some scientific terms used. = n(0.908) × 100 = 0.0681 (mol)
• Calculation can be followed but unclear.
• mass B = 84 × 0.0681 = 5.72 g
Level 1 (1-2 marks) CHECK for extent of errors by ECF
Few or imprecise details of how a sample of B is obtained from the
reaction mixture. Alternative correct calculation may
AND calculate the mass of B as 0.0908 × 84 =
Attempts to calculate the mass of B using mole approach but makes 75
7.63 g, followed by 7.63 × 100 = 5.72 g
little progress with only 1 step correct.
• Purification step is unclear with few scientific terms and little detail,
e.g. just ‘separate the layers and dry’. Calculation must attempt to calculate n(A)
• Calculation is difficult to follow and lacking clarity in mol.
Simply finding 75% of the initial mass of
0 marks alcohol A, 9.26, is NOT worthy of credit.
No response or no response worthy of credit.

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H432/02 Mark Scheme Practice 1

(b) (i) 2
CH 2 ALLOW any combination of skeletal OR
HC structural OR displayed formula as long as
H H
unambiguous

n C C

Correct polymer with side links 

Balanced equation for formation of correct polymer -

n on LHS can be at any height to the left
correct use of n in the equation and brackets  of formula AND n on the RHS must be a
subscript (essentially below the side link)

(ii) Use as an organic feedstock  1 ALLOW the production of plastics or

monomers or new polymers
OR

Combustion for energy production  Combustion alone is not sufficient

Total 14

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 H432/02 Mark Scheme Practice 1

Question Answer Marks Guidance

17 (a) 2,3,5-trimethyloctane  1 This is the only acceptable response
(b) (i) FIRST CHECK THE ANSWER ON THE ANSWER LINE 5
IF answer = 3.88 × 105 (m3) award all five marks

Calculating moles of C11H24

Allow any correctly rounded value from 515000 to
6
80.4 x 10 calculator value of 515384.6154
(moles= 156
) = 515385 

Use of stoichiometry to calculate moles of CO2

Allow any correctly rounded value from 5670000 to

(11 × 515385) = 5669231  calculator value of 5669230.769

Rearranging ideal gas equation to make V subject AND

conversion to Pa and K
ALLOW ECF from incorrect moles, pressure or
nRT 5669231 x 8.314 x 218 temperature (in K).
V= = 
P 26.5 x 103
Common incorrect answers are shown below
Award 4 marks for
3.88 × 105 (m3) 3.88 × 10–1 (using 80.4 g in moles calculation)
3.88 × 108 (using 26.5 Pa as pressure)
3.52 × 104 (using moles C11H24 as moles of CO2)
Correct answer correctly rounded 
Given in standard form AND to 3SF  DO NOT ALLOW marking points 3, 4, and 5 for
responses which have a negative value for volume
of CO2 (temperature not converted to K). i.e. max 2

(ii) N2 + O2 → 2NO  1 ALLOW multiples

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H432/02 Mark Scheme Practice 1

(c)* Please refer to the marking instructions on page 4 of this 6 Indicative scientific points may include:
mark scheme for guidance on how to mark this question.
1. Overall equation and conditions
Level 3 (5–6 marks)
A comprehensive description with all three scientific points • C3H8 + Cl2 → C3H7Cl + HCl
explained thoroughly with few omissions. • Conditions: UV
There is a well-developed and detailed description, • Initiation: Cl2 → 2Cl
including correct names of all steps and radicals identified
using  consistently; limitations illustrated with examples. 2. Propagation and termination

Level 2 (3–4 marks) Step names Equation

Attempts to describe all three scientific points but
explanations may be incomplete. C3H8 + Cl → C3H7• + HCl
Propagation
OR C3H7• + Cl2 → C3H7Cl + Cl•
Explains two scientific points thoroughly with few
omissions. C3H7 + Cl → C3H7Cl
The description has some structure including names of
Termination C3H7 + C3H7 → C6H14
some steps linked to correct equations and some radicals Cl + Cl → Cl2
identified using 
3. Limitations
Level 1 (1–2 marks)
A simple description based on at least two of the main • Further substitution, e.g. C3H6Cl2
scientific points. • Substitution at different positions on chain, e.g.
OR CH3CH2CH2Cl
Explains one scientific point thoroughly with few
omissions. IGNORE state symbols throughout
The description is communicated in an unstructured way,
including some use of names or dots.

0 marks
No response or no response worthy of credit.
Total 13

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 H432/02 Mark Scheme Practice 1

Question Answer Marks Guidance

18 (a) Experimental evidence – ANY TWO from 4

carbon–carbon bond lengths are the same in benzene 

Enthalpy change of hydrogenation is less (exothermic)

for benzene (than for Kekulé model) 

Discussion of named reaction to highlight greater

stability, e.g. chlorination of benzene requires a catalyst
whereas no catalyst is needed for alkenes 

Bonding in modern model

p-orbitals overlap to form π bonds  ALLOW both marks for correctly labelled diagrams
showing overlap of p-orbitals to form delocalised
(π-)electrons are delocalised  π–electrons

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H432/02 Mark Scheme Practice 1

(b) Generation of electrophile 5 ANNOTATE ANSWER WITH TICKS AND CROSSES

AlCl3 + Cl2 → AlCl4–+ Cl+ 

Electrophilic substitution
Curly arrow from π-bond to Cl+ 

CH 3

DO NOT ALLOW the following intermediate:

CH 3

Cl +
------------------------------------------------------------------------ +
Correct intermediate 

Curly arrow back from C-H bond to reform π-ring AND

H+ as product  Cl
CH 3 CH 3
π-ring must be more than 1/2 way down
AND
'horseshoe' the right way, i.e. gap towards C with Cl
+ + H+
ALLOW + sign anywhere inside the ‘hexagon’ of
intermediate

Cl H
Cl

Regeneration of catalyst
H+ + AlCl4– → AlCl3 + HCl 

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H432/02 Mark Scheme Practice 1

(c) (i) 3
IGNORE names throughout

CN
DO NOT ALLOW poly-substituted products

DO NOT ALLOW 2-chloro or 4-chloro products

Cl 

NHCOCH3

NHCOCH3
DO NOT ALLOW 3-chloro product
Cl

 Cl 

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H432/02 Mark Scheme Practice 1

(ii) 1
N(CH 3) 2

Cl Cl

Cl 

(iii) (In C6H5N(CH3)2) 3 ALLOW diagram to show movement of lone pair into
ring but delocalised ring must be mentioned
(lone) pair of electrons on N is (partially) delocalised
into the ring  ALLOW lone pair of electrons on N is (partially)
drawn/attracted/pulled into delocalised ring

electron density increases/is higher (than in benzene)  DO NOT ALLOW charge density or electronegativity
ORA

ALLOW Cl2 is (more) attracted

Cl2/electrophile is (more) polarised  ORA OR Cl2 is not polarised by benzene
OR induces dipoles (in chlorine/electrophile)
Total 16

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 H432/02 Mark Scheme Practice 1

Question Answer Marks Guidance

19 (a) (i) OH 1 ALLOW any combination of skeletal OR
structural OR displayed formula as long as
CH3 C H unambiguous

CN 
(ii) aqueous acid OR H+/H2O  1 ALLOW H+(aq) / H2SO4(aq) / HCl(aq)
(iii) 2
Angle a = 109.5º ALLOW 109–110º

Angle b = 104.5º ALLOW 104–105º

Angle c = 120º

Two correct 
All three correct 
(b) (i) It is an electron pair donor OR donates a lone pair  1

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 H432/02 Mark Scheme Practice 1

Question Answer Marks Guidance

(ii) δ- 4
CH3 O
δ+
HO CH C

O CH3
HO-
Curly arrow must come from lone pair on O of
–
Curly arrow from HO to carbon atom of C=O bond  HO– OR OH– OR from minus sign on HO– ion
(No need to show lone pair if curly arrow came
Correct dipole AND curly arrow from C=O bond to Oδ–  from negative charge on O)
--------------------------------------------------------------------------------
CH3 -
O IGNORE dipole on C–O single bond

HO CH C

HO O CH3 Curly arrow must come from lone pair on O

OR from minus sign on O– ion
Curly arrow from negative charge on oxygen to C–O bond (to (No need to show lone pair if curly arrow came
reform carbonyl π–bond)  from negative charge on O)

Curly arrow from C–O single bond to oxygen atom (to form
methoxide ion) 
(iii) Correct organic product: 2 ALLOW any combination of skeletal OR
O structural OR displayed formula as long as
CH 3
unambiguous
CH 3 C O

O C C

O CH 3
H 

HCl 
Total 11

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H432/02 Mark Scheme Practice 1

Question Answer Marks Guidance

20 (a) F–K clearly identified 6 ANNOTATE ANSWER WITH TICKS AND CROSSES

Compound F: ALLOW any combination of skeletal OR structural OR

displayed formula as long as unambiguous

CH 2CH3 H
IGNORE names
C C

H H 

Compound G:

H H H H

H C C C C OH

H H H H 

Compounds H and I:
H and I can be identified either way round

CH 2CH3 CH 2 CH 3

C C
OH HO
H3 C CH 3
H  H 

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H432/02 Mark Scheme Practice 1

Compound J:

H H H O

H C C C C

H
H H H 

Compound K:

H H H O

H C C C C

OH
H H H 

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H432/02 Mark Scheme Practice 1

(b) 3 NOTE: (b) is marked completely independently of (a)

(Add) 2,4-dinitrophenylhydrazine AND ALLOW errors in spelling

orange/yellow/red precipitate  ALLOW 2,4(-)DNP OR 2,4(-)DNPH
ALLOW Brady’s reagent or Brady’s Test
ALLOW solid OR crystals OR ppt as alternatives for
precipitate

Take melting point of crystals  Mark second and third points independently of
response for first marking point
Compare to known values 

DO NOT ALLOW 2nd and 3rd marks for taking and

comparing boiling points OR chromatograms

Total 9

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 H432/02 Mark Scheme Practice 1

Question Answer Marks Guidance

21 (a) 3 ALLOW any combination of skeletal OR
structural OR displayed formula as long as
unambiguous

Product from NH3/ethanol ALLOW

NH 2 O
NH2 O

C 6H 5 O
- (NH +)
4
C6 H 5 OH 
ALLOW ECF from 2-bromo compound as product
from Reaction 1

---------------------------------------------------------------- ----------------------------------------------------------------

Product from Reaction 1 DO NOT ALLOW 2-bromo compound

(inconsistent with final product shown)
Br O

C6 H 5 OH 

---------------------------------------------------------------- ----------------------------------------------------------------

Product from NaOH(aq) DO NOT ALLOW ECF from 2-bromo compound

as product from Reaction 1 (inconsistent with final
OH O product shown)

C6 H5
-
O (Na+) 

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H432/02 Mark Scheme Practice 1

(b) 4 ANNOTATE ANSWER WITH TICKS AND

CROSSES
Curly arrow from C=C bond to H of H-Br 
ALLOW any combination of skeletal OR
structural OR displayed formula as long as
Correct dipole shown on H–Br unambiguous
AND curly arrow showing the breaking of H-Br bond 

O DO NOT ALLOW partial charges shown on C=C

double bond

C6 H 5 OH

+
δ
H
-
δ
Br DO NOT ALLOW δ+ on C of carbocation
-------------------------------------------------------------------------
Correct carbocation ALLOW formation of the 2-bromo isomer
AND O
curly arrow from Br– to C+ of carbocation 
O

C6 H 5 + OH
+
C6 H 5 OH

-
Br
-
Br
------------------------------------------------------------------------- Curly arrow must come from a lone pair on Br–
OR from the negative sign of Br– ion
(then lone pair on Br– ion does not need to be
Electrophilic addition  shown)

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H432/02 Mark Scheme Practice 1

(c) (i) 1 ALLOW any combination of skeletal OR

H COOH structural OR displayed formula as long as
unambiguous
C C
‘End bonds’ MUST be shown (do not have to be
dotted)
H
IGNORE brackets
IGNORE n

HO 

(ii) 2 ALLOW any combination of skeletal OR

O O structural OR displayed formula as long as
unambiguous

O ‘End bonds’ MUST be shown (do not have to be

dotted)

Ester link 

Rest of structure 

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H432/02 Mark Scheme Practice 1

(d) 4 ALLOW any combination of skeletal OR

O structural OR displayed formula as long as
unambiguous
O CH 2 C
C CH OH

OH NH2
+
CH2

H3 C CH2
C
H3 C
CH 3
OR structure with NH rather than NH2+ 

CH2

+ CH OH
H3 N C

O
OR structure with NH2 rather than NH3+ 

CH3 OH 

Correct charge and number of protons on both nitrogen

atoms 
Total 14

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H432/02 Mark Scheme Practice 1

Question Answer Marks Guidance

22 Elemental analysis and molecular formula 8 ANNOTATE ANSWER WITH TICKS AND CROSSES

Use of percentages to give empirical formula C5H10O2  C:H:O = 58.80/12 : 9.87/1 : 31.33/16
4.90 : 9.87 : 1.96
Evidence of using empirical formula AND 102 2.5 : 5.04 : 1
to give molecular formula = C5H10O2  5 : 10 : 2

Alternative method:
carbon: (102 × 58.80/100)/12 = 5
hydrogen: (102 × 9.87/100)/1 = 10
oxygen: (102 × 31.33/100)/16 = 2
IR Spectrum
Peak at ~1750 OR 1630–1820 (cm–1) ALLOW C=O peak labelled on spectrum
AND
C=O 
IGNORE reference to C–O peak
NMR analysis

Peak(s) at (δ) 4.9 shows HC–O

AND NOTE each peak can be identified from:
1 H in environment (peak area) OR • its δ value
6H on adjacent C as peak is multiplet/heptet/septet  • a range e.g. ‘the peak between 1.3–1.4’
• its relative peak area
Peak at (δ) 2.2 shows HC–C=O
AND • its splitting
3 H in environment (peak area) OR • labelling on spectrum
No H on adjacent C as peak is singlet 

Peak(s) at (δ) 1.3 shows HC–R

AND
6 H (or 2 × CH3) in environment (peak area) OR
1H on adjacent C as peak is doublet 

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H432/02 Mark Scheme Practice 1

Question Answer Marks Guidance

Structure
Correct structure:

O ALLOW any combination of skeletal OR structural OR

displayed formula as long as unambiguous

O  DO NOT ALLOW ECF from incorrect molecular

formula

Allow one mark for

Total 8

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