Mark Scheme (Results)

Summer 2015

GCE Chemistry (6CH05/01)

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Summer 2015
Publications Code UA041085*
All the material in this publication is copyright
© Pearson Education Ltd 2015
General Marking Guidance

 All candidates must receive the same treatment. Examiners must

mark the first candidate in exactly the same way as they mark
the last.
 Mark schemes should be applied positively. Candidates must be
rewarded for what they have shown they can do rather than
penalised for omissions.
 Examiners should mark according to the mark scheme not
according to their perception of where the grade boundaries may
lie.
 There is no ceiling on achievement. All marks on the mark
scheme should be used appropriately.
 All the marks on the mark scheme are designed to be awarded.
Examiners should always award full marks if deserved, i.e. if the
answer matches the mark scheme. Examiners should also be
prepared to award zero marks if the candidate’s response is not
worthy of credit according to the mark scheme.
 Where some judgement is required, mark schemes will provide
the principles by which marks will be awarded and
exemplification may be limited.
 When examiners are in doubt regarding the application of the
mark scheme to a candidate’s response, the team leader must
be consulted.
 Crossed out work should be marked UNLESS the candidate has
replaced it with an alternative response.
 Mark schemes will indicate within the table where, and which
strands of QWC, are being assessed. The strands are as follows:

i) ensure that text is legible and that spelling, punctuation and

grammar are accurate so that meaning is clear
ii) select and use a form and style of writing appropriate to
purpose and to complex subject matter
iii) organise information clearly and coherently, using specialist
vocabulary when appropriate

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Section A (multiple choice)

Question Correct Answer Reject Mark

Number
1 C 1

Question Correct Answer Reject Mark

Number
2 A 1

Question Correct Answer Reject Mark

Number
3 C 1

Question Correct Answer Reject Mark

Number
4 B 1

Question Correct Answer Reject Mark

Number
5 C 1

Question Correct Answer Reject Mark

Number
6 B 1

Question Correct Answer Reject Mark

Number
7 B 1

Question Correct Answer Reject Mark

Number
8 D 1

Question Correct Answer Reject Mark

Number
9 C 1

Question Correct Answer Reject Mark

Number
10 D 1

Question Correct Answer Reject Mark

Number
11 C 1

Question Correct Answer Reject Mark

Number
12 A 1

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Question Correct Answer Reject Mark
Number
13 D 1

Question Correct Answer Reject Mark

Number
14 D 1

Question Correct Answer Reject Mark

Number
15 A 1

Question Correct Answer Reject Mark

Number
16 D 1

Question Correct Answer Reject Mark

Number
17 D 1

Question Correct Answer Reject Mark

Number
18 A 1

Question Correct Answer Reject Mark

Number
19 B 1

Question Correct Answer Reject Mark

Number
20 B 1

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Section B

Question Acceptable Answers Reject Mark

Number
21a(i) Ni: (1s2 2s22p6 ) 3s23p6 3d8 4s2 (1) 2

Cu: (1s2 2s22p6 ) 3s23p6 3d104s1 (1)

ALLOW capital letters, subscripts for

superscripts
ALLOW 4s before 3d

Penalise omission of 3s23p6 once only

if rest is correct

Question Acceptable Answers Reject Mark

Number
21a*(ii) First electron removed is from 4s (in 2
both atoms)
(1)

Second electron in Cu (is harder to

remove so it is)
EITHER
closer to nucleus/in inner shell
OR
less shielded (1)

IGNORE
Comments about second electron
being in full shell/ in a 3d shell/in a
3d orbital
Reference to 3d10 stability

Question Acceptable Answers Reject Mark

Number
21a(iii) (attraction on (3d) electrons 1
increases due to)
number of protons increasing /
nuclear charge increasing

IGNORE
The charge density of the 2+ ions
increases
Effective nuclear charge

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Question Acceptable Answers Reject Mark
Number
21b(i) 2Cu+(aq)  Cu(s) + Cu2+(aq) Reverse equation 1
IGNORE Any equation
Eqm sign for  involving
electrons

Question Acceptable Answers Reject Mark

Number
21b(ii) Both white 2

ALLOW
(both) Colourless (1)

COMMENT
Ignore states eg solution/precipitate

As have 3d10 / have a full 3d sub-shell

/ALL 3d orbitals are full
(1)
IGNORE
Does not have partially filled d orbitals
They do not absorb light
No d-d transitions occur

Question Acceptable Answers Reject Mark

Number
21c (Zinc) does not form a (stable) ion Element has full 1
with incompletely/partially filled d d shells.
orbitals

ALLOW
d sub-shell for d orbitals
The only (stable) ion formed by zinc
has full d sub-shell
It does not form a (stable) oxidation
state with incompletely/partially filled
d orbitals
Total for Question 21 = 9 marks

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Question Acceptable Answers Reject Mark
Number
22(a)(i) 3

Beaker with V electrode in solution

containing V2+(aq) AND beaker
containing V2+(aq) and V3+(aq) with Pt
electrode

N.B. Both solution levels must be shown

(1)

Labelled salt bridge AND connections to Salt bridge

voltmeter neither
ALLOW dipping into
Suitable name or formula of salt for label nor touching
solution unless
penalised in
MP1
ALLOW
Salts eg NaCl in salt bridge (1) Salt bridge
containing an
alkali/acid

Ion concentrations = 1 mol dm-3 1 mole of V2+

ALLOW and 1 mole of
M for mol dm-3 V3+
Concentrations given in one beaker only

(1)

Beaker positions may be reversed

Ignore references to temperature and

pressure

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Question Acceptable Answers Reject Mark
Number
22(a)(ii) First mark e- included 2
2V3+ + V  3V2+
Balanced equation, either direction
ALLOW
Eqm sign for 

IGNORE
State symbol even if incorrect (1)

Second mark
Correct direction
ALLOW
If balancing is incorrect or e- included
in equation (1)

Question Acceptable Answers Reject Mark

Number
22b(i) ([VO2+(aq) + 2H+(aq)], +0.34 1
[V (aq)+ H2O(l)] ∣Pt)
3+

([VO2+(aq) + 2H+(aq)], +1.00

[VO (aq)+ H2O(l)] ∣Pt)
2+

Sign and value needed

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Question Acceptable Answers Reject Mark
Number
22(b)(ii) 6
A: (+)0.32 (V) (1)

VO2+ (may be shown as a product in an overall

equation) (1)

EITHER
Bubbles / effervescence (of colourless gas)
OR
Colour changes (from yellow) to blue

TE on negative Ecell for ‘stays yellow’

Violet
ALLOW (from yellow) to green if justified by
partial reduction (1)

B: ―0.2(0) (V) (1)

no change / stays blue (1)
If B=+0.2 or other positive value allow colour Stays
change from blue to green or brown. violet

EITHER
Consistent use of rule that reaction occurs
when Ecell is positive
OR
Consistent use of rule that no reaction occurs
when Ecell negative
ALLOW
If implied but not stated specifically (1)

Question Acceptable Answers Reject Mark

Number
22c(i) V2+ + 2H2O  VO2+ + 4H+ + 3e— Reverse equation 1
OR unless used to
Ox number of V increases by 3, deduce final
ox number of Mn decreases by 5 correct equation.

ALLOW
Balanced full equation
5V2+ + 3MnO4- + 4H+ 
5VO2+ +3Mn2+ + + 2H2O

Question Acceptable Answers Reject Mark

Number

22(c)(ii) (35.50 x 0.0200/1000) = 1

7.1(0)x 10-4 / 0.00071

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Question Acceptable Answers Reject Mark
Number
22(c)(iii) In final answer 3
92.2 scores 3 marks
33.2 scores 2 marks (ratio inverted)
55.3 scores 2 marks (ratio 1:1)

METHOD 1 x 3/5
Mol V2+ reacting = 7.10x 10-4 x 5/3 = 4.26x 10-4
=1.18333 x 10-3
= mol VO2+
TE on answer to (c)(ii) (1)

Mass NH4VO3 = (1.183 x 10-3 x 116.9)

= 0.1382927 g
TE from 4.26 x 10-3 =0.497994 (1)

% purity = (0.1382927x 100/ 0.150) =

(92.19333)
= 92.2%
TE from 0.497994 = 33.2% (1)

METHOD 2

If 100% pure, moles of NH4VO3

=0.150/116.9=1.283 x 10-3 (1)

Mol V2+ reacting = 7.10x 10-4 x 5/3

=1.18333 x 10-3
= mol VO2+
TE on answer to (c)(ii) (1)

% purity =
=1.18333 x 10-3 x 100/1.283 x 10-3
= 92.2% (1)

ALLOW TE at each step provided that

each number used is to at least 2sf

Total for Question 22 = 17 marks

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Question Acceptable Answers Reject Mark
Number
23(a) All carbon to carbon bonds same 1
length/ longer C-C and shorter C=C
not present

IGNORE
Just “benzene has a delocalised ring”
Benzene does not have C=C double
bonds
Any references to shape/ bond angles

Question Acceptable Answers Reject Mark

Number
-1
23(b)(i) (3 x -118) = -354 (kJ mol ) 1

Question Acceptable Answers Reject Mark

Number
23(b)(ii) X 2
Diagram
(205―354) = ―149 (kJ mol-1) inverted
scores 0
Benzene

Cyclohexane

First mark
Relative levels with names or formulae (1)

Second mark
Value ―149 (kJ mol-1) + arrow in correct +149
direction
ALLOW double-headed arrow (1)

TE from value in (b)(ii)

IGNORE
3H2 if shown / cyclohexene / other
arrows/values

Question Acceptable Answers Reject Mark

Number
23(b)*(iii) The p/pi-/Π/6 electrons (of 2
carbon) (1)
are delocalised in benzene (but not in
X) (1)

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Question Acceptable Answers Reject Mar
Number k
23(c) First mark: 4
FeBr3 + Br2  FeBr4— + Br+
OR
Br-Br + FeBr3  Brδ+….. Brδ-FeBr3 (1)
Ignore state symbols even if wrong

Second, third and fourth marks:

Either

Arrow from benzene ring electrons (from inside

the hexagon) to Br+ / Brδ+ (….. Brδ-FeBr3)
(1)

Correctly drawn intermediate with delocalisation Gap in

covering at least three carbon atoms, but not the wrong
carbon atom bonded to the bromine , with the place
positive charge shown inside the horseshoe

The bonds to H and Br may be dotted (1)

Arrow from / close to C-H bond to inside the

hexagon and H+ / HBr as product (1)

OR

Use of Kekulé structure for benzene and

intermediate with arrow from C=C double bond to
Br+ / Brδ+ (….. Brδ-FeBr3) (1)

Correctly drawn intermediate with + charge on

the C atom next to the C bonded to H and Br

6CH05_01
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 The bonds to H and Br may be dotted (1)

Arrow from / close to C-H bond to bond beside

+ charged C and H+ / HBr as product (1)

Each marking point is independent

Question Acceptable Answers Reject Mark

Number
23(d)(i) Bromine goes colourless Goes clear 2
OR
It/the mixture goes from brown to
colourless

ALLOW
Red-brown/ Orange/ yellow/ Red to colourless
combinations of these colours

Bromine is decolorised (1) Bromine is

discoloured
White precipitate/solid forms /
Steamy fumes (1) Effervescence

IGNORE
Antiseptic smell
Gets hot

Question Acceptable Answers Reject Mark

Number
23(d)(ii) 2

+ 3Br2 + 3HBr

Organic product with structure shown (1)

Rest of equation correct
ALLOW
C6H5OH or Kekule for phenol (1)

C6H5OH + 3Br2  C6H2 Br3OH + 3HBr

Scores MP2 only
Substitution of 1Br or 2Br in any position
in balanced equation scores MP2 only.

6CH05_01
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Question Acceptable Answers Reject Mark
Number
*23(d)(iii) Lone pair of electrons on OH group 2
oxygen (may be shown on a overlaps
diagram)
and
EITHER
overlaps with pi cloud
OR
Feeds into / donates into / interacts
with benzene ring
(1) Just ‘making it
more reactive’.
Activating benzene ring / increasing
electron density of ring / making
attack by electrophiles easier (1)

COMMENT
‘Lone pair of electrons on oxygen
increases electron density of ring’
scores (2)

ALLOW
benzene becomes a better
nucleophile for MP2

Total for Question 23 = 16 marks

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Question Acceptable Answers Reject Mark
Number
24(a)(i) Concentrated nitric acid AND 1
concentrated sulfuric acid Extra reagents
ALLOW
‘concentrated nitric and sulfuric
acids’
Concentrated HNO3 and concentrated
H2SO4

Question Acceptable Answers Reject Mark

Number
24(a)(ii) To prevent multiple substitutions/ to 1
stop di- or trinitrobenzene forming
ALLOW
To stop further substitution (of NO2)/ Further addition
further nitration of nitro groups

IGNORE
further reaction

Question Acceptable Answers Reject Mark

Number
24(a)(iii) Tin/ Sn AND concentrated HCl/ Dilute HCl 1
concentrated hydrochloric acid

ALLOW Iron/Fe or Zn/Zinc for tin

Conc for concentrated

Question Acceptable Answers Reject Mark

Number
24(b)(i) C6H5NH3+Cl— 1

ALLOW
C6H5NH3Cl

Question Acceptable Answers Reject Mark

Number
24(b)(ii) 1
Skeletal formula

Structural
formula
ALLOW
C6H5 for benzene
Undisplayed CH3

6CH05_01
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Question Acceptable Answers Reject Mark
Number
24(b)(iii) D (transition metal) complex ion 2
ALLOW
Transition metal complex / copper
complex
IGNORE
Formulae of ions (1)

F (azo) dye / azo compound / diazo

compound

ALLOW
diazonium compound
molecule for compound (1)

Question Acceptable Answers Reject Mark

Number
24b(iv) Benzenediazonium chloride Benzadiazonium 1
chloride
ALLOW Diazonium salt
Phenyldiazonium chloride

Question Acceptable Answers Reject Mark

Number
24b(v) HCl + NaNO2 HCl + HNO2 1
OR
Hydrochloric acid + Sodium nitrite /
nitrate(III)
OR
alternative cation to Na+

IGNORE
HNO2
Concentration of HCl

6CH05_01
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Question Acceptable Answers Reject Mark
Number
24b(vi) 1

ALLOW
any substitution positions C6H2(CH3)2NH2
C6H3(CH3)2NH2
H- C6H2(CH3)2NH2
Kekule structure
Total for Question 24 = 10 marks

Question Acceptable Answers Reject Mark

Number
25(a)(i) H 1

+
H3N— C —COO—

CH2OH

OR
—
HOCH2CH(NH3+)CO2

ALLOW
Charge on NH3 shown on N atom

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Question Acceptable Answers Reject Mark
Number
*25(a)(ii) EITHER 2
At pH 5.68 both NH2 groups on
lysine will be NH3+ / lysine has an
overall positive charge while serine
has no overall charge (1)

So only lysine will move to negative

terminal / in an electric field (1)

OR
lysine has a greater positive charge
(than serine) (1)

Lysine will move faster / further in

an electric field (1)

ALLOW
They have different charges so will
move different distances/ at
different speeds 1 mark max

IGNORE
Answers based on molecular mass

Question Acceptable Answers Reject Mark

Number
*25(b) COMMENT 2
Ignore references to H bonds from
amino and carboxyl groups and assume
that “phenylalanine cannot form H
bonds” refers to R group in the
compound.

Serine has an OH (alcoholic) group

which can form H bonds with water (1)

Benzene ring in phenylalanine is bulky

/is large and non-polar
/ is hydrophobic
/ London forces between phenylalanine
molecules are significant
ALLOW van der Waals etc for London
VdW / id-id
ALLOW
If MP1 is not scored, ‘phenylalanine
cannot form H bonds with water’ can
score MP2 (1)

6CH05_01
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Question Acceptable Answers Reject Mark
Number
25(c) H, -H, H- 1

ALLOW
NH2CH2CO2H / NH2CH2COOH

Question Acceptable Answers Reject Mark

Number
25(d)(i) (Measure) the amount of / angle of Just “polarimetry” 1
/ degree of /extent of
rotation (of plane of polarization/
plane polarized light)

IGNORE
direction they rotate the light

Question Acceptable Answers Reject Mark

Number
25(d)(ii) (Leu has 1 chiral C but) Ile has 2 chiral Leu has no 1
C / 2 asymmetric C atoms chiral C
OR
The R group in Ile contains a chiral C
(Leu has 2 optical isomers but Ile has 4
optical isomers)

ALLOW
Ile has (1) more chiral C (than leu)
Chiral centres shown on formulae

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Question Acceptable Answers Reject Mark
Number
25(e) 2

CON circled with N as part of ring (1)

Just N-C circled
Fully correct structure (1)

ALLOW
-CH(CH3)NH2 shown skeletally

OR
Dipeptide using NH2 from alanine and
COOH from proline, with correct
structure and CONH circled
This scores max (1)

Question Acceptable Answers Reject Mark

Number
25(f)(i) CH3CHO / CH3COH (unless 1
CH2CHOH with correct
structure)
ALLOW
Displayed or semi-displayed formula
C2H4O

Question Acceptable Answers Reject Mark

Number
25(f)(ii) C18H9NO4 1

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Question Acceptable Answers Reject Mark
Number
25(f)(iii) Several methods are possible. 4
Amount of O should have been calculated and
final answer should be consistent with
masses/mols in calculation. There should be
evidence of working at each stage for 4
marks

MP1
2.614 g CO2 contain 0.7129 g C
0.2673 g H2O contain 0.0297 g H

OR
2.614 g CO2 contain 0.059409 mol CO2
0.2673 g H2O contain 0.01485 mol H2O (1)

MP2
Mass O in Q = (1.00 – 0.7129- 0.0297 -0.04620)
= 0.2112 g (1)

% mol/100g ratio
C 71.29 5.94 18
H 2.97 2.97 9
N 4.62 0.33 1
O 21.12 1.32 4

MP3
Number of moles of each element
OR
Number of mol in 100g
Allow TE for incorrect mol of H – see calculation
below (1)

MP4
Ratio stated must follow from numbers in
calculation
(so empirical formula is consistent with the
molecular formula of Q) (1)

OR
Calculation following error in H scores max
(3)
If mass H is wrongly calculated as 0.01485 g,
then mass O will be 0.22605 (TE for MP2) (1)

% mol/100g ratio
C 71.29 5.94 18
H 1.48 1.48 4.5
N 4.62 0.33 1
O 22.60 1.41 4.27

6CH05_01
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 Number of moles of each element (TE for MP3)
(1)
Ratio stated and empirical formula said not to be
consistent (TE for MP4) (1)

Question Acceptable Answers Reject Mark

Number
25(f)(iv) Mass of molecular ion in mass spectrum = 303 / 2
any sensible fragment with mass
eg 302 / 158 / 145 or smaller fragment (1)

ALLOW
Molecular ion based on formula in f(i)

Number of peaks in nmr = 2 / 3 4

ALLOW 5 (1)

Total for Question 25 = 18 marks

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