13 Alkenes

OCR Chemistry A Answers to practice questions

Question Answer Marks Guidance
number
1 (a) An unsaturated compound contains only single B1
covalent bonds.

A hydrocarbon is a compound of carbon and B1

hydrogen only

1 (b) a: 109.5º B1

b: 120º B1

1 (c) B1 x 2

1 mark for sideways overlap of p orbitals

1 mark for diagram showing π bond

2 (a) An electrophile is an electron pair acceptor B1

2 (b) B1 x 4

1 mark for curly arrow from C=C to Brδ+ of Br2

1 mark for curly arrow from Br–Br and correct dipole

1 mark for correct carbocation AND curly arrow from

– +
Br to C

1 mark for product

3 (a) (i) B1 x 3 Curly arrow must start from

bond and go to correct atom
DO NOT ALLOW partial
charges on carbon–carbon
double bond

DO NOT ALLOW δ+ on
1 mark for curly arrow from C=C to Iδ+ of IBr
carbon atom
The positive charge must be
1 mark for curly arrow from I–Br and correct dipole
associated with the carbon
atom and not with a bond
1 mark for correct carbocation AND curly arrow from
– + Make certain the carbonium
Br to C
ion includes the iodine atom

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 13 Alkenes
OCR Chemistry A Answers to practice questions
Question Answer Marks Guidance
number

Curly arrow must come from

any lone pair or the negative
sign of the bromide ion

The lone pair on the bromide

ion does not need to be
shown

3 (a) (ii) Electrophilic addition B1

3 (a) (iii) B1 ALLOW correct structural OR

displayed OR skeletal formula
OR mixture of the above (as
long as unambiguous) eg
CH2BrCHICH3

IGNORE any name given

4 (a) 1,2-dibromoethane: Use bromine B1 ALLOW reactants even from

incorrect equations
C2H4 + Br2 → C2H4Br2 B1
bromoethane: Hydrogen bromide ALLOW reactants or
conditions over the arrow
C2H4 + Br2 → C2H5OH B1
Ethanol: steam ALLOW Br2 mark from the
mechanism even if the
with an acid catalyst (e.g. conc H2SO4) B1 mechanism is incorrect
C2H4 + H2O → C2H5OH
IGNORE conditions unless
Name of mechanism: electrophilic addition B1 they would lead to a different
reaction with ethane
B1 x 4
IGNORE conditions unless
they would lead to a different
reaction with ethane

ALLOW temperature range

δ+
between 100–400°C if quoted
1 mark for curly arrow from C=C to Br of Br2 IGNORE reference to
pressure
1 mark for curly arrow from Br–Br and correct dipole IGNORE hydrolysis
Hydration is not sufficient but
1 mark for correct carbocation DO NOT ALLOW
– +
Hydrogenation
1 mark for curly arrow from Br to C
ALLOW H2SO4 OR H3PO4 OR
+
H
DO NOT ALLOW HCl, HBr
etc.

ALLOW two stage process

e.g. react with HBr one mark
followed by KOH(aq) one
mark

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 13 Alkenes
OCR Chemistry A Answers to practice questions
Question Answer Marks Guidance
number
Curly arrow must start from
the double bond and not a
δ+
carbon atom and go the Br ;
other curly arrow must start
from Br–Br bond.
ALLOW attack of Br–Br if
dipoles not shown
DO NOT ALLOW attack of
δ-
Br

Dipole must be partial charge

and not full charge
DO NOT ALLOW any other
partial charges eg on the
double bond

Carbocation needs a full

charge and not a partial
charge
(charges do not need to be
surrounded by a circle)
All atoms in the carbocation
must be shown
–
Br curly arrow must come
–
from one lone pair on Br ion
–
OR from minus sign on Br ion
Lone pair does not need to be
–
shown on Br ion

ALLOW mechanism which

goes via a cyclic bromonium
ion instead of the carbocation

4 (b) B1 IGNORE any name of shape

given
°
ALLOW 115–125
ALLOW even if it is the C–C–
3 areas of electron density surround each carbon B1 H shown on a diagram.
atom and repel one another as far apart as possible
ALLOW three or four electron
Bond angle: 120º B1 pairs repel OR three or four
bonds repel
IGNORE does not have any
lone pairs
DO NOT ALLOW atoms repel
/ electrons repel
DO NOT ALLOW has lone
pair which repels more

4 (c) (i) ALLOW correct structural OR

displayed OR skeletal formula
OR mixture of the above (as
long as unambiguous)

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 13 Alkenes
OCR Chemistry A Answers to practice questions
Question Answer Marks Guidance
number
4 (c) (ii) ALLOW correct structural OR
displayed OR skeletal formula
OR mixture of the above (as
long as unambiguous)

ALLOW CH3 and C2H5 groups

above or below chain
ALLOW bond to ethyl and
methyl group to any part of
ethyl or methyl group

IGNORE any brackets drawn

ALLOW two or more repeat

units but has to have a whole
number of repeat units (ie
does not have to be two)

‘End bonds’ MUST be shown

and can be dotted

IGNORE n

5 (a) B1 x 4 ALLOW skeletal formula OR

displayed formulae
IGNORE molecular formulae
IF two answers given e.g.
name and structure then both
must be correct to be given a
mark

ALLOW methylpropane OR
(CH3)3CH

ALLOW 1,2-dibromo-
methylpropane OR
CH2BrCBr(CH3)2

ALLOW 1-bromo-
methylpropane OR
CH2BrCH(CH3)2
1 mark for each product
ALLOW 2-bromo-
methylpropane OR
CH3CBr(CH3)2

ALLOW ecf if wrong carbon

skeleton is used in all of the
structures mark first structure
wrong and then apply ecf
for the rest

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 13 Alkenes
OCR Chemistry A Answers to practice questions
Question Answer Marks Guidance
number
5 (b) B1 x 3 Curly arrow must start from
the double bond and not a
carbon atom, other curly arrow
must start from Cl—Cl
bond

ALLOW curly arrow from any

1 mark for curly arrow from C=C to Clδ+ of Cl2 part of chloride ion
The chloride ion does not
1 mark for curly arrow from Cl–Cl and correct dipole need to show a lone pair
1 mark for correct carbocation AND curly arrow from Dipole must be partial charge
– +
Cl to C and not full charge
Carbocation needs a full
charge and not a partial
charge
(charges do not need to be
surrounded by a circle)

ALLOW carbocation on
carbon 1 where electrophile
attacks carbon 2 i.e.
+
CH2CCl(CH3)2

6 (a) Structural isomers are compounds with the same B1 ALLOW same molecular
molecular formula formula but different
structures
but different structural formulae B1 Second marking point is
DEPENDENT on first mark
Stereoisomers have same structural formulae B1
ALLOW compounds with the
but different arrangements in space B1 same structure
Second marking point is
The double C=C bond which does not rotate B1 DEPENDENT on first mark

The alkene needs to have two different groups B1 This is the QWC mark
attached to each carbon atom of C=C bond
IGNORE wrong names of F, G
Evidence for molecular formula: F, G and H have B1 and H
molecular formula of C5H10
as Mr is 5 × 12 + 10 × 1 = 70 ALLOW structural or
displayed formulae for F, G
and H
B1 x 4 e.g. H is CH3CH2CH2CHCH2

ALLOW identification using

trans and cis and
ALLOW this marking point as
1 mark for each structure of F, G and H (3 marks identification of another
total) example of identifying E/Z or
cis and trans if not done for
E and Z isomers identified F and G

ALLOW one mark if no

structures drawn but correct
names given for F, G and H

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 13 Alkenes
OCR Chemistry A Answers to practice questions
Question Answer Marks Guidance
number
i.e E-pent-2-ene, Z-pent-2-
ene and pent-1-ene

ALLOW ecf on structures if

wrong molecular formula used
or consistent error or slip such
as having just sticks

7 C : H = 82.8/12.0 : 17.2/1 = 6.9 : 17.2 B1

Empirical formula = C2H5 B1

Molecular formula = C2H5 × 58/29 B1

= C2H5 × 2 = C4H10

B1 x 4

1 mark for each structure

B: C4H8 + H2 → C4H10 B1

C and D: C4H8 + H2O → C4H9OH B1

8 B1 x 3

2 marks for Q and R identified

1 mark for correct labelling of E and Z isomers

9 (a) Addition polymerisation B1

9 (b) Propene B1

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 13 Alkenes
OCR Chemistry A Answers to practice questions
Question Answer Marks Guidance
number
9 (c) B1

10 B1 x 4

1 mark for each structure

Methylpropene, but-1-ene and but-2-ene are B1

structural isomers

But-2-ene has E and Z stereoisomers B1

11 (a) B1

1 mark for correct E/Z assignment + stereoisomer

11 (b) B1

1 mark for correct E/Z assignment + stereoisomer

11 (c) B1

1 mark for correct E/Z assignment + stereoisomer

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 13 Alkenes
OCR Chemistry A Answers to practice questions
Question Answer Marks Guidance
number
11 (d) B1

1 mark for correct E/Z assignment + stereoisomer

12 B1 x 2

1 mark for repeat unit being correct

1 mark for monomer and balancing

© Oxford University Press 2015 This resource sheet may have been changed from the original.
www.oxfordsecondary.co.uk/acknowledgements