London forces only

X alkane
OR no hydrogen bonding

(Permanent dipole-dipole
Y aldehyde
1
and London forces)

Z carboxylic acid (contains) hydrogen bonding

Mass Spectroscopy WS 1
M1 peak assignments [1]
M2 explanation of Z OR X [1]

1(a)(ii) % of Z = 47/98 = 48% 1

1 1(b)(i) 37 81
Cl and Br 1

1(b)(ii) M peak CH235Cl 79Br 2

M+2 peak CH237Cl 79BrOR CH235Cl 81Br
M+4 peak CH237Cl 81Br
two correct scores 1 mark
all 3 correct scores 2 marks

1(c)(i) 3
[W’18 P41 Q1]

M1 correct dipole on HBr AND any correct curly arrow [1]

M2 two other correct curly arrows AND lone pair required on Br – [1]
M3 intermediate [1]
© UCLES 2018 Page 4 of 14

Bilal Hameed Mass Spectroscopy 1

 9701/42 Cambridge International AS/A Level – Mark Scheme March 2019
2
PUBLISHED
Question Answer Marks

2 6(a) Any two of: 1

chloro
amine / amino
alcohol / hydroxyl / phenol
benzene / phenyl ring / aryl / arene

6(b)(i) ketamine is acting as a base 1

6(b)(ii) carbonyl group 1

6(b)(iii) n = (100 / 1.1) x (14.3 / 100) = 13.0 OR n = (14.3 / 1.1) = 13.0 1

6(b)(iv) the ratio of the (M:M+2) peaks is 3:1 AND halogen is chlorine / Cl 1

6(b)(v) relative abundance = 14.3 / 3 = 4.77 (4.8) OR RA = 14.3 × 33.3 / 100 = 4.76 (4.8) 1

6(b)(vi) C13H16NOCl 1

6(c)(i) six
[M’19 P42 Q6]
1

6(c)(ii) M1 peak at ⌠ 0.9 is due to 12 H 4

M2 peak at 2.2 is due to 2 H
M3/M4 peaks at 1.2, 1.4 and 1.7 are all singlets

6(c)(iii) 2
CH3 NH2 ⌠ 2.2

C
⌠ 1.7
H2C CH2

H3C CH3
C C
CH2
H3C
⌠ 1.4 CH3 ⌠ 0.9

© UCLES 2019 Page 9 of 11

Mass Spectroscopy 1 Bilal Hameed

 M2 protonated amine

M3 (ethanol) CH3CH2OH

4(c)(i) catalyst / halogen carrier 1

4(c)(ii) 3 position 4 is available

M1 —OH directs to 2,4 AND both 2 positions occupied / only 2
M2 —COOH directs to 3 position AND only position 3 is available / 5 is occupied

3 4(d)(i) x = 14.4 / 100 × 100 / 1.1 = 13.1 1

13 carbon atoms (some working required)

4(d)(ii) (250 – 205 = 45, so) CO2H / C2H5O 1

[M’20 P42 Q4]

© UCLES 2020 Page 10 of 14

Bilal Hameed Mass Spectroscopy 1

 2 (a) 2Ca(NO3)2 → 2CaO + 4NO2 + O2 (or x ½ ) [1] [1]

4
(b) more stable down the group (or higher temperature needed) [1]
(cat)ionic size/radius increases down the group

Mass Spectroscopy WS 2
(or ionic charge density decreases)
distortion/polarisation of anion/nitrate (ion) decreases
[1]
[1] [3]

1 (c) (i) 16 = O+ 17 = OH+ 18 = H2O+ (ignore charges) all 3 [1]

14 = N+ 16 = O+ 28 = N2+ 30 = NO+ 44 = N2O+ all 5 [3]
any 4 [2]
(ignore charges) any 3 [1]
∴ A = H2O and B = N2O (or in equation below) [1]

(ii) NH4NO3 → N2O + 2H2O [1] [6]

[S'07
[Total: P4 Q2]
10 max. 9]

3 (a) (i) 2CO + O2 → 2CO2

2PbO2 → 2PbO + O2 (or x ½) [1]

(ii) +4 state becomes less stable down the group [1]

or +2 state becomes more stable down the group [2]

(b) (i) PbII : PbIV = 2:1 [1]

(ii) Pb3O4 → 3PbO + ½O2 [1]

(iii) Pb3O4 + 4HNO3 → 2Pb(NO3)2 + PbO2 + 2H2O [1]

(iv) PbO/Pb(II) is more basic than PbO2/Pb(IV) [1]

as PbO2 does not react /form a salt with HNO3 [1]
or PbO does react etc. [5]

(c) SnO + 2NaOH → Na2SnO2 + H2O (or Na2Sn(OH)4 etc.) [1]
(NOT SnO2 or PbO) [1]

[Total: 8]

© UCLES 2007

Mass Spectroscopy 2 Bilal Hameed

 [charges on fragments not required for mark]
any 3 points [3]
[5]
5

2 (c) (i) peaks at (m/e) 79 and 81 or at (m/e) 94 and 96 [1]

(ii) in chlorine the M and M+2 peaks are the ratio 3:1 [1]
whereas in bromine they are approx. 1:1 [1] [3]
[S'08
[Total: 10 P4
maxQ9]
9]

© UCLES 2008

Bilal Hameed Mass Spectroscopy 2

 Page 2 Mark Scheme Syllabus Paper
6
GCE A/AS LEVEL – October/November 2008 9701 04

3
1 (a) (i) 162 (81Br – 81Br+) for molecular species [1]
160 (81Br – 79Br+) for atomic species [1]
158 (79Br – 79Br+) ignore missing charges for 5 masses [1]
81 (81Br+)
79 (79Br+)

(ii) 158:160:162 =1:2:1 [1]

79:81 =1:1 [1]
[W'08 P4 Q1]
(b) (i) either BrCH2CHBr-CHO or CH2=CH-CH2OH (double bond needed) [1]

(ii) reaction I: Br2(aq or in CCl4 etc.), light negates – solvent not needed [1]
reaction II: NaBH4 or H2/Ni etc. (but not if A is CH2=CH-CH2OH)
allow LiAlH4 or Na/ethanol [1]
(reactions can be reversed)

(c) (i) C3H6OBr2 = 216, 218 and 220 (any one) [1]

(ii) 31 is CH2OH+/CH3O+
106 is C2H379Br+
108 is C2H381Br+
185 is C2H379Br2+ ignore missing charges
187 is C2H379Br81Br+ 6 correct [4]
189 is C2H381Br2+ 5 correct [3] etc

if no mass numbers given – [1] only [4]

[Total: 13 max 12]

2 (a) solution will turn brown/purple [1]

(b) table:
case a b c
1 1 1 0
2 1 1 1
3 1 2 2
each horizontal row scores [1]
if no marks scored, a correct vertical row can score [1] [3 max]

(c) rate = 6.5–7.5 × 10–6 [1]

units are mol dm–3 s–1 [1]

(d) half-life measured and quoted as ≅ 90–94 s [1]

evidence of two half-lives measured [1]

© UCLES 2008

Mass Spectroscopy 2 Bilal Hameed

 Ring: [1]
A + B: [1]
7

4 (c) (i) X is bromine – M and (M+2) peaks almost same height [1]

M 100 9 100
(ii) = × = 1.1 × n
M + 1 1.1 n 0.3

100 × 0.3
Hence n = = 3.03 p = 3
1.1× 9
(answer + working) [1]

(If the mass peak is at 122 and the compound contains Br and 3 C atoms then
Q = (122 – 79 – 36)) thus Q = 7 ecf from (ii) [1]

(The compound is C3H7Br)

(iii) (R is at m/e 43), hence C3H7+ [1]

[S'11 P41 Q8]
(d) Any two from H2, H2O, CO, C2H4, C2H2, CH4 2 × [1]

[Total: 10]

© University of Cambridge International Examinations 2011

Bilal Hameed Mass Spectroscopy 2

 They dissolve preferentially in fats/oils [1]
[3]
8

5 (c) (i) 156 = C3H635Cl 79Br + [1]

158 = C3H637Cl 79Br + [1]
158 =C3H635Cl 81Br + [1]
160 = C3H637Cl 81Br + [1]

(ii) m/e = 15 Species = CH3+ [1]

[5 max 4]
[S'12 P41 Q7]
[Total: 10]

© University of Cambridge International Examinations 2012

Mass Spectroscopy 2 Bilal Hameed

 Page 5 9
Mark Scheme Syllabus Paper
Cambridge International A Level – October/November 2014 9701 41

6 3 (a) (i) 101 = P35Cl35Cl 1

103 = P35Cl37Cl 1
105 = P37Cl37Cl 1

(ii) 9:6:1 1 [4]

(b) (i) PCl5 5 bonding pairs around P 1

(ii) Cl Cl 1 [3]
Cl Cl 1
+ -
P P
Cl Cl
Cl Cl
Cl Cl

(c) (i) 1
P
O
O O
P
P O
O P
O
P4O6 structure where each P has three P-O bonds and each O has two P-O bonds e.g.
O
O P O P P O P O
O
(ii) (molecule/ion/species) that donates a lone pair of electrons (to a central transition metal atom or 1 [2]
ion)

(d) (i) Ksp =[Ca2+]3[PO43–]2 [W'14

1 P41 Q3]

© Cambridge International Examinations 2014

Bilal Hameed Mass Spectroscopy 2

 Page
e2 Marrk Sche
S eme e Sy
yllab
bus Pap
per
Cam
mbrridge In
nternatiiona
al A Le
evel – O
Octo
oberr/No
ovem
mbe
er 2014
2 4 970
9 1 43
3

10 Markks
Que
estio
on Ma
arking poin
p nt Ma
arks
tota
al

7 1 (a)) (i)
m/e
m ide
entiity
35
3
35
3 Cll
37
3
37
3 Cll
35
70
7 Cl 35Cl
C C oor 35Cl
C2

72
7 37
C 35Cl
Cl
37
74
7 Cl 37Cl
C C oor 37Cl
C2
35, 37,, 70, 722, 74 4 1
corrrectt forrmullae 1
at leas
st on ne sttruccture
e as
sap
posittive ion 1

(ii) 9:6
6:1 1 [4]

(b)) (i)

co
orrecct ch
hargges 1
orrecct ellectrronss
co 1

(ii) La
attice en
nerg
gy = ∆HHf(SrrCl2) – ((∆Hatom
a (Sr)
( + ∆Hi1(Sr) + ∆H
Hi2(S
Sr) + ∆H m(Cll) + 2∆H
Hatom Hea(C
Cl)) [W'14
1 P43 Q1]
= +(–8830) – ((+ 164 + 54
48 + 10 060 + 24 42 + (2 × –349
– 9)) 1
=––2146 (kJ moll–1) 1 [5]

(c)) (i) SrrCO

O3 + 2H
HNO
O3 ! Srr(NO
O3)2 + CO
C 2 + H2O 1

© Ca
ambrridge
e Intterna
ation
nal Exam
E mina
ation
ns 20
014

Mass Spectroscopy 2 Bilal Hameed

 (iv) Methyl / CH3 group [1]

(v) P is (CH3)3C–CH2OH [1]

11

8 100 × (M + 1) 100 × 0.5

(c) (i) n= = = 50/10.23 [1]
1.1× M 1.1× 9.3
= 4.89 hence 5 carbons

(ii) (Ratio of 79Br:81Br is 1 : 1), [1]

hence ratio of M : M+2 : M+4 is 1 : 2 : 1
[S'15 P42 Q8]
(iii) Molecular formula of R is C5H10Br2 [1]

[Total: 12]

© Cambridge International Examinations 2015

Bilal Hameed Mass Spectroscopy 2

 Page 8 Mark Scheme Syllabus Paper

12
Cambridge International A Level – October/November 2015 9701 41

Question Marking point Marks

9 (d) (i) any four of 3

M1: σ-bonds between C–C or C–H
M2: π-bonds formed from overlap of p-orbitals
M3: (π-bonds/electrons) above and below the ring
M4:bonds/electrons are delocalised
M5: bond angle 120°
M6: intermediate C–C bond length / all C–C same length / strength
M7: carbons are sp2 hybridised

(ii) correct delocalised structure of borazine 1

B
N N

B B
N

[W'15 P4110
Q6]

© Cambridge International Examinations 2015

Mass Spectroscopy 2 Bilal Hameed