14 Alcohols

OCR Chemistry A Exam-style mark scheme

Question
Answer Marks Guidance
number
1a C10H20O B1
1b Secondary B1
Since the carbon atom that the OH group is attached to B1
is bonded to two other carbon atoms / one hydrogen
atom
1c B1 Structure can be displayed or
skeletal or a mixture as long as
unambiguous.

1d B1 Structures can be displayed or

skeletal or a mixture as long as
unambiguous.

One mark for each diagram B1

2a

Correct partial charges on both the ethanol and water

B1
molecule
Hydrogen bond shown between O atom of one
C1
molecule and the correct H atom of the other molecule
Hydrogen bond coming from a lone pair on the oxygen
A1
atom
2b Pentane has no hydroxyl groups / is non polar / B1
contains no permanent dipoles
So it cannot form hydrogen bonds with water B1
2ci (Molecules with the same) functional group B1
each successive member differs by a CH2 B1
2 c ii Ether B1
2 c iii Less soluble M1
The C–O bond has a permanent dipole, but this is not A1
as polar (as O–H in ethanol) so (methoxymethane)
cannot form hydrogen bonding with water molecules

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 14 Alcohols
OCR Chemistry A Exam-style mark scheme

Question
Answer Marks Guidance
number
3a B1 Ignore state symbols.
C3H8O  4 O2 → 3CO2  4H2O

3b
(moles of propan-1-ol)  0.02 (moles for temp. C1
increase of 67 °C)

(moles of butan-1-ol)  0.01 (moles for temp. C1

increase of 48 °C).
Butan-1-ol (as greater temperature increase per mole A1 Allow ECF for a correct
combusted) conclusion from incorrect
number of moles.
3c Butan-2-ol
One mark for butanol. M1
Second mark for the correct use of -2-. A1
4a B1 Structure of propene can be
skeletal or structural but not
molecular.
4b Water B1 Allow H2O.
4c Elimination B1
4d B1 Structure of 2-bromopropane
can be skeletal or structural,
but not molecular.

4e Addition B1
4f Acidified sodium/ potassium iodide. B1 Allow formulae rather than
names, e.g. NaI/H2SO4.
Both needed for the mark.
4g 1-iodopropane B1 Iodopropane is insufficient.
4h Substitution B1
5a Alcohols are volatile/would escape/evaporate. B1 Allow alcohols are flammable.
5bi Reflux B1
5 b ii Carboxylic acid B1
5ci Acidified (sodium/potassium) dichromate(VI) B1 Allow formulae rather than
names, e.g. Na₂Cr₂O₇/ H2SO4.
Both needed for the mark. B1
5 c ii orange to green B1 Allow orange to blue.
5 c iii pentanal B1 Allow pentan-1-al.
5 c iv CH3(CH2)4OH  [O] → CH3(CH2)3CHO  H2O
One mark for correct structure of pentanal. M1 Do not allow CH3(CH2)3COH for
pentanal structure.
Everything else correct. A1

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This resource sheet may have been changed from the original 2
 14 Alcohols
OCR Chemistry A Exam-style mark scheme

Question
Answer Marks Guidance
number
5di Molecules with the same molecular formula but a B1 Same formula is insufficient for
different structural formula. same molecular formula.
Allow different
structure/displayed formula.
5 d ii pentan-2-ol B1
5ei M1

A1 No ECF for name of an

incorrect structure.
2-methylbutan-2-ol
5 e ii Tertiary B1

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

This resource sheet may have been changed from the original 3