Candidate surname Other names
Centre Number Candidate Number
Paper
Chemistry � �
Advanced Subsidiary
PAPER 2: Core Organic and Physical Chemistry
Marks
Instructions
•
Use black ink or ball‑point pen.
If pencil is used for diagrams/sketches/graphs it must be dark (HB or B).
Fill in the boxes at the top of this page with your name,
centre number and candidate number.
• Answer the questions in the spaces provided
– there may be more space than you need.
Information
The total mark for this paper is 80.
The marks for each question are shown in brackets
– use this as a guide as to how much time to spend on each question.
For the question marked with an asterisk (*), marks will be awarded for your ability
to structure your answer logically, showing how the points that you make are related
or follow on from each other where appropriate.
A Periodic Table is printed on the back cover of this paper.
Advice
Read each question carefully before you start to answer it.
Show all your working in calculations and include units where appropriate.
Check your answers if you have time at the end.
Turn over
, Answer ALL questions.
Some questions must be answered with a cross in a box . If you change your mind about an
answer, put a line through the box and then mark your new answer with a cross .
1 This question is about a naturally‑occurring compound called myrcene, which is
found in many plants.
The skeletal formula of myrcene is shown.
(a) What is the molecular formula of myrcene?
(1)
A C5H5
B C5H8
C C10H10
D C10H16
(b) What is the maximum number of moles of bromine molecules that could react
with one mole of myrcene in the dark?
(1)
A 2
B 3
C 4
D 6
(c) Myrcene is a dimer of isoprene.
Isoprene has the skeletal formula shown.
Which is the IUPAC name for isoprene?
(1)
A 2‑methylbut‑1,3‑ene
B 2‑methylbuta‑1,3‑diene
C 1,3‑diene‑2‑methylbutane
D 2‑methylpent‑1,3‑ene
2
■■■■
, (d) Which reagent would convert an alkene group into a diol?
(1)
A hydrogen gas and a nickel catalyst
B acidified potassium dichromate(VI)
C acidified potassium manganate(VII)
D steam and an acid catalyst
(Total for Question 1 = 4 marks)
2 Which compound must be named using the E/Z system and could not be named
using the cis/trans system?
A HOOC CH2 CH2 COOH
B HOOC CH2 CBr CH COOH
C HOOC CH2 CBr CBr2
D HOOC (CH2)2 CH CH (CH2)2 COOH
(Total for Question 2 = 1 mark)
3
■■■■ Turn over
, 3 This question is about the combustion of alcohols.
The table shows the enthalpy change of combustion for a series of alcohols.
Enthalpy change of combustion
Name Formula
/ kJ mol–1
methanol CH3OH –726
ethanol C2H5OH –1367
propan‑1‑ol C3H7OH –2021
butan‑1‑ol C4H9OH –2676
(a) Predict the enthalpy change of combustion of hexan‑1‑ol, C6H13OH.
(1)
. .............................................................. kJ mol
(b) The enthalpy change of combustion of octan‑1‑ol can be determined using the
equipment shown in the diagram.
Procedure
A spirit burner was filled with liquid octan‑1‑ol.
The burner was weighed, lit and then used to raise the temperature of a quantity
of water in a calorimeter.
The burner was then extinguished and reweighed.
thermometer
calorimeter
water
spirit burner
octan-1-ol
4
■■■■
Centre Number Candidate Number
Paper
Chemistry � �
Advanced Subsidiary
PAPER 2: Core Organic and Physical Chemistry
Marks
Instructions
•
Use black ink or ball‑point pen.
If pencil is used for diagrams/sketches/graphs it must be dark (HB or B).
Fill in the boxes at the top of this page with your name,
centre number and candidate number.
• Answer the questions in the spaces provided
– there may be more space than you need.
Information
The total mark for this paper is 80.
The marks for each question are shown in brackets
– use this as a guide as to how much time to spend on each question.
For the question marked with an asterisk (*), marks will be awarded for your ability
to structure your answer logically, showing how the points that you make are related
or follow on from each other where appropriate.
A Periodic Table is printed on the back cover of this paper.
Advice
Read each question carefully before you start to answer it.
Show all your working in calculations and include units where appropriate.
Check your answers if you have time at the end.
Turn over
, Answer ALL questions.
Some questions must be answered with a cross in a box . If you change your mind about an
answer, put a line through the box and then mark your new answer with a cross .
1 This question is about a naturally‑occurring compound called myrcene, which is
found in many plants.
The skeletal formula of myrcene is shown.
(a) What is the molecular formula of myrcene?
(1)
A C5H5
B C5H8
C C10H10
D C10H16
(b) What is the maximum number of moles of bromine molecules that could react
with one mole of myrcene in the dark?
(1)
A 2
B 3
C 4
D 6
(c) Myrcene is a dimer of isoprene.
Isoprene has the skeletal formula shown.
Which is the IUPAC name for isoprene?
(1)
A 2‑methylbut‑1,3‑ene
B 2‑methylbuta‑1,3‑diene
C 1,3‑diene‑2‑methylbutane
D 2‑methylpent‑1,3‑ene
2
■■■■
, (d) Which reagent would convert an alkene group into a diol?
(1)
A hydrogen gas and a nickel catalyst
B acidified potassium dichromate(VI)
C acidified potassium manganate(VII)
D steam and an acid catalyst
(Total for Question 1 = 4 marks)
2 Which compound must be named using the E/Z system and could not be named
using the cis/trans system?
A HOOC CH2 CH2 COOH
B HOOC CH2 CBr CH COOH
C HOOC CH2 CBr CBr2
D HOOC (CH2)2 CH CH (CH2)2 COOH
(Total for Question 2 = 1 mark)
3
■■■■ Turn over
, 3 This question is about the combustion of alcohols.
The table shows the enthalpy change of combustion for a series of alcohols.
Enthalpy change of combustion
Name Formula
/ kJ mol–1
methanol CH3OH –726
ethanol C2H5OH –1367
propan‑1‑ol C3H7OH –2021
butan‑1‑ol C4H9OH –2676
(a) Predict the enthalpy change of combustion of hexan‑1‑ol, C6H13OH.
(1)
. .............................................................. kJ mol
(b) The enthalpy change of combustion of octan‑1‑ol can be determined using the
equipment shown in the diagram.
Procedure
A spirit burner was filled with liquid octan‑1‑ol.
The burner was weighed, lit and then used to raise the temperature of a quantity
of water in a calorimeter.
The burner was then extinguished and reweighed.
thermometer
calorimeter
water
spirit burner
octan-1-ol
4
■■■■