17 Spectroscopy

OCR Chemistry A Exam-style mark scheme

Question
Answer Marks Guidance
number
1a The bonds vibrate (more). B1 Molecule vibrates is insufficient.
1b (HFCs) do not contain a C–Cl bond, so no chlorine B1
radicals will be made which catalyse the
breakdown of ozone (when molecule breaks down).
HFCs do contain a C–H bond, which absorbs IR B1
radiation (which leads to global warming).
1c Any two from:
Concentration / abundance in the atmosphere B1
Residence time B1
Amount of IR radiation absorbed.
2a RMM/M  58 (so empirical formula  2) M1
C4H10 A1
2b B1 Structure and name needed for
each mark. Structures can be
B1
displayed, structural or skeletal.

2ci CH3 B1 Must have a positive charge.

2 c ii C2H5 OR CH3CH2 B1 Allow 1 mark overall for correct
fragments in c i and c ii, but both
missing the positive charge.
2d Butane as methylpropane would not produce a B1
peak at m/z 29.
3a Sodium / potassium dichromate(VI) B1
3b Oxidation B1
–1
3c There would be a peak at 3200–3600 (cm ), B1 All three pieces of information
showing presence of O–H bond in an alcohol. needed for the mark.
3d 80 ´10-3
moles of ethanol 
12 ´ 2 + 16 + 6 ´ 1
 1.739  10–3 (moles) C1

1.739 ´ 10-3
Concentration 
100
1000
 0.01739 (mol dm–3) C1
–2
1.74 × 10 (three significant figures). A1
3e Monitoring levels of (polluting) gases in the air / car B1 Allow:
emissions.
Drug detection / analysis (e.g. in
athletes).
4a (broad peak at) 2500–3300 (cm–1), which is O–H M1
bond AND peak at 1630–1820 (cm–1), which is a

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 17 Spectroscopy
OCR Chemistry A Exam-style mark scheme

Question
Answer Marks Guidance
number
CO bond.
So T must be a carboxylic acid. A1
This means S must be a primary alcohol (as S was M1
refluxed into compound T).
M1
R must have the double bond on the first C of the
chain (in order to make a primary alcohol).
R is but-1-ene. Allow correct structures.
A1
S is butan-1-ol.
A1
T is butanoic acid.
A1
–1
4b (area below 1500 cm is called) fingerprint region. B1
Spectrum is matched to a known database of B1
spectra (to identify the unknown substance).
5a 70.6
(moles of) C  M1
12
 5.88
13.7
H
1
 13.7
15.7
O
16
 0.981
A1
(Ratio  6:14:1 so empirical formula  C6H14O
Must be some evidence that 102
Molecular formula  C6H14O (as RMM  102) A1 from mass spectrum was used.
5b Small levels of carbon-13 in sample / isotopic B1
differences
5c No broad peak at 2500–3300, so no O–H bond M1
from a carboxylic acid.
Peak at 1630–1820 (cm–1), so CO bond in M1
aldehyde or ketone.
Cannot be an aldehyde, as alcohol / B was refluxed C1
/ was not distilled, so C must be a ketone.
5d (C is a ketone so) alcohol B must be a secondary A1 Allow ECF from incorrect
alcohol. identification of C.
5e No peak at 3200–3600 (cm–1), so no O–H from an B1
alcohol present (so all of B converted into C).
5fi (m/z  45 is) C2H5O B1 Not C3H9
5 f ii (m/z  57 is) C4H9 OR C3H5O B1 ALLOW 1 mark overall for correct
fragments in f i and f ii, but both
missing the positive charge.

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 17 Spectroscopy
OCR Chemistry A Exam-style mark scheme

Question
Answer Marks Guidance
number
5g B1

5h CH3C(CH3)2CH(OH)CH3  [O] →
CH3C(CH3)2COCH3  H2O
Correct structure of ketone. M1
Everything else correct. A1

© Oxford University Press 2015 www.oxfordsecondary.co.uk/acknowledgements

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