Professional Documents
Culture Documents
burning ...........................................................................................................
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burying ...........................................................................................................
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[2]
(ii) Chemists are developing methods to convert some waste polymers into useful
chemicals.
Polyesters can be broken down by hydrolysis into organic acids and alcohols.
Give the conditions and reagent used for hydrolysing an ester link.
conditions ......................................................................................................
reagent ...........................................................................................................
[2]
Give an overall balanced equation for this redox reaction by combining the half-
equations given below.
– –
2Br (aq) →Br2(aq) + 2e
– + –
2BrO3 (aq) + 12H (aq) + 10e →Br2(aq) + 6H2O(l)
working space
[2]
[Total 6 marks]
Complete the electronic configuration for zinc and explain why it does not readily form
3+
Zn ions.
explanation
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[Total 3 marks]
O O
O H
H O O H H O
condensation ........................................................................................
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polymerisation ......................................................................................
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[2]
(ii) Complete the diagram below to show the structural formula of the repeating
unit for the polyester, PBT.
[2]
(iii) The monomers in (ii) are joined by ester links. Draw the full structural
formula of an ester link.
[1]
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[3]
(c) Describe two ways that chemists can modify a polymer, such as PBT to make it
more flexible.
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[2]
[Total 10 marks]
(a) A typical polyester used in the making of films is PET. A repeating unit is shown
below.
O O
O O
P E T
Draw the full structural formula of the alcohol used as a monomer to make PET.
[2]
HOOC(CH2)4COOHH2N(CH2)6NH2
D E
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[2]
(ii) Nylon polymers are formed by a condensation reactions. Use the reaction
between compounds D and E to explain the meaning of condensation.
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[2]
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[2]
[Total 8 marks]
5. Titanium alloys are often used for reaction vessels in the chemical industry because of
their high chemical resistance. However, they cannot be used with concentrated
hydrochloric acid. This reacts with titanium to form a mixture of coloured ions.
(i) One of the coloured ions formed when titanium reacts with hydrochloric acid is
3+
the hexaaquatitanium(III) ion, [Ti(H2O)6] (aq).
In the box below, draw the shape of this complex ion indicating the charge on the
ion.
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[2]
[Total 5 marks]
Describe how thin-layer chromatography would be carried out to show that acetanilide
is present in the sample.
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[6]
Quality of Written Communication [1]
[Total 7 marks]
The amount of nickel(II) ion in a solution can be found by titrating with a solution of
4–
edta of known concentration using a suitable indicator.
3 3
25.0 cm of a solution containing nickel(II) ions reacted with exactly 22.0 cm of a
–3 4–
0.100 mol dm solution of edta ions.
–3
concentration = ......................................... mol dm
[Total 4 marks]
R
O
H N O
C O
H
o r l i s t a t
Describe how infrared spectra can be used to show the presence of particular
functional groups.
Give details of any absorption peaks you would look for in the infrared spectrum
of an ester.
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[4]
1 0 0
t r a n s m i t t a n c e / %
8 0
6 0
4 0
2 0
4 0 0 0 3 0 0 0 2 0 0 0
w a v e n u –
m1 b e r / c m
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[2]
[Total 6 marks]
9. Unwanted metals can find their way into food, either from the soil or from machinery
during harvesting and processing. Ions of metals such as copper, iron and nickel
catalyse the breakdown of fats in food.
(a) Copper, iron and nickel are transition metals. What property of transition metals
allows them to behave as catalysts?
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[1]
4–
The structure of the edta ion is shown below.
– –
O O 2 CC H 2 C O O C
N C 2H N C 2H
– O O C H C –C
2 C 2H O O
4–
The edta ion acts as a hexadentate ligand. On the structure above, label with
an asterisk (*) the six sites that form bonds to the metal ion.
[2]
(c) Underline the term below that describes the shape of the complex formed
4–
between a nickel(II) ion and an edta ion.
3+
10. In aqueous solutions, V ions form octahedral complex ions which have a green
colour.
3+
(i) Draw a three dimensional structure for these hydrated V ions, showing clearly
how the ligands bond to the cation.
[2]
3d 4s
3+
V
[2]
[Total 4 marks]
11. Blue-green crystals, a mixture of copper(II) ethanoate salts, were used by artists in the
15th–18th centuries as pigments in paints. These crystals form on copper and copper-
containing alloys when the metal is left exposed to air under suitable conditions.
Copper plates were supported over vats containing boiling vinegar (ethanoic acid). In
the process, copper is converted into a mixture of copper(I) and copper(II) oxides which
then react to form copper(II) ethanoate.
(ii) State from which sub-shell the electron is lost when a Cu atom forms a
Cu(I) ion.
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[1]
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[1]
Various shades of blue and green can be obtained by adding other chemicals to
this solution.
(i) On diluting the solution with water a pale blue colour forms. The complex
2+
ion, [Cu(H2O)6] , is now present in the solution.
[4]
(ii) Addition of a small amount of ammonia solution to this pale blue solution
causes a pale blue precipitate to form.
[2]
(iii) What would you see if an excess of ammonia was shaken with the blue
precipitate?
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[2]
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[2]
[Total 14 marks]
12. In the 1930s, chemists began to design polymers that had similar structures to those
found In natural fibres. The first of these polymers, nylon-6,6, was quickly followed by
the invention of nylon-6.
(a) Suggest a reason why chemists wanted to find synthetic replacements for some
natural fibres.
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[1]
H O
N ( C 2 H5 C )
n
[2]
N 2H
H 2 N
c o m p o u n d A
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[2]
(ii) Because of its low molecular mass, certain properties of the new nylon are
different from those of nylon-6. Describe how two of these properties are
different from those of nyion-6.
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[2]
(d) Recently, chemists have been able to make samples of a polymer using
4
compound A, but having a much higher Mr of 3 × 10 . The polymer was named
Stanyl and is stronger and has a higher melting point than either nylon-6,6 or
nylon-6. It is now used in manufacturing parts for car engines.
O O
C ( C 2 H4 C ) N ( C 2 H4 N )
H H
r e p e a t i n Sg t ua n iy t l o f
(ii) Name the functional group connecting the repeating units in Stanyl.
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[1]
(iii) Explain why the melting point of Stanyl is higher than that of nylon-6,6
which has a similar molecular mass.
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[3]
(e) The manufacturers of Stanyl state that ‘as with all other polyamides, Stanyl is
attacked by strong mineral acids and absorbs polar solvents’.
(i) Draw the structures of the two organic products formed when Stanyl Is
hydrolysed with a strong acid. (The structure of Stanyl is repeated below.)
[2]
O O
C ( C 2 H4 C ) N ( C 2 H4 N )
H H
[2]
[Total 17 marks]
The repeating units of four polymers used in their products are shown in the table
below.
O O
E C N CN
H H
O H
C 2H C 2H C 2 C C H H C 2H 2 N
F
C C 2H N C 2H C 2H C 2H C 2H
O H
O C 2H C
C 2H O
G
C
H C 3H
H C C
H H
(a) Complete the table by stating the type of polymerisation by which each polymer is
formed.
[2]
(b) Name the functional group joining the monomer units in polymer G.
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Bishop Thomas Grant School 19
[1]
Suggest one advantage that hemp has over polymer H in terms of the method of
disposal.
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[1]
(d) In this question, one mark is available for the quality of spelling, punctuation and
grammar.
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[5]
Quality of Written Communication [1]
(e) (i) Give the reagent and conditions for hydrolysing polymer G.
reagent .................................................................................................
conditions .............................................................................................
[2]
[2]
(f) In Arctic conditions many polymers become unsuitable for use as ropes.
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[3]
[Total 17 marks]
14. Rhodium and cobalt have many important catalytic uses. For example rhodium is an
important component of catalytic converters for car exhausts. Rhodium compounds are
used as homogeneous catalysts to make ethanoic acid from methanol.
8 1
(i) Rhodium atoms have an outer electron structure of 4d 5s .
Suggest two ways in which the outer electron structure for a cobalt atom is
different from the outer electron structure for a rhodium atom.
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[2]
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[2]
(iii) What essential property must the rhodium compounds have to act as
homogeneous catalysts in the manufacture of ethanoic acid?
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[1]
[Total 5 marks]
15. Another way to measure the concentration of iron(III) ions in solution is to carry out a
titration.
The iron(III) ions are first reduced to iron(II) ions and then an acidified sample is titrated
with a standard potassium manganate(VII) solution.
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[1]
3
The average titre is 16.60 cm .
–3
concentration = .......................................... mol dm
[3]
(iii) How can you tell when the titration reaches its end point?
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[1]
[Total 5 marks]
16. (a) Iron(III) ions are present in the stream as complex ions.
[3]
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[1]
(c) Very dilute solutions of iron(III) ions are almost colourless. Addition of potassium
thiocyanate leads to a deep red coloured complex.
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[1]
(ii) What technique would you use to determine the concentration of the
complex formed?
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[1]
[Total 6 marks]
17. A chemical peel is a solution used to improve and smooth the texture of facial skin by
removing its damaged outer layers. Jessener’s Peel contains compounds A, B and C,
whose structures are shown below.
O H O H O H
O
O
O H
O H O H
A B
1 0 0
tr a n s m itta n c e ( % )
5 0
0
4 0 0 0 3 0 0 0 1 5 0 0 2 0 0 0 1 0 0 0
w a v e n u m– 1 b e r / c m
Identify the compound and provide two pieces of evidence from the spectrum to
support your answer.
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[Total 3 marks]
(a) Complete the table by drawing the structure of the monomer of neoprene and the
repeating unit for nylon-6.
C l
neoprene
2-chloro-1,3-butadiene
nylon-6 HOOC—(CH2)5—NH2
[2]
(b) In the polymer chains of neoprene, 90% of the double bonds are in a trans
arrangement.
(i) Explain why neoprene can form cis and trans isomers.
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[2]
(ii) Describe and explain the effect on the crystallinity of neoprene of changing
the composition of the double bonds to 50% of trans and 50% of cis.
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[2]
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[4]
(d) Nylon-6 is hydrolysed by heating under reflux with aqueous sodium hydroxide.
[2]
[Total 12 marks]
Chemists have shown that the oil contains tyrosol and hydroxytyrosol, which are strong
scavengers of free radicals.
A mixture of these two liquid compounds, tyrosol and hydroxytyrosol, is extracted from
olive oil.
Describe how you would carry out thin layer chromatography to show that there are two
compounds in a mixture.
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[Total 5 marks]
20. The water from wells in some rural areas smells of rotten eggs due to the presence of
hydrogen sulfide from decaying vegetable and animal matter. The smell can be
removed by the addition of dilute aqueous potassium manganate(VII).
(a) (i) Balance the equation below for the reaction removing the
‘rotten egg’ smell.
– +
........ H2S + ........ MnO4 + 2H → ........ MnO2 + ........ S + 4H2O
[1]
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[1]
(ii) Give the ionic equation for the formation of the precipitate. Include state
symbols.
→
[2]
[Total 5 marks]
21. Non-returnable drinks bottles are often made from PET. This produces a huge problem
for waste disposal. However, this polymer cannot be used to make returnable bottles.
(a) PET is a polyester. The repeating unit for PET is given below.
O O
C C O 2 C C H 2H O
Draw a ring around the ester group in the repeating unit above.
[1]
Give two other methods which are used to deal with plastic waste and explain a
different advantage for each method.
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[4]
(c) PET is not used to make returnable bottles because its glass transition
temperature, Tg, is too low.
Explain why lowering the temperature of PET below its Tg causes it to become
brittle.
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[3]
[Total 8 marks]
(a) Chemists have developed a new polyester which can be used for producing
returnable bottles. It can be made from ethane-1,2-diol, HOCH2CH2OH, and
compound A. The structure of compound A is shown below. The polymer is
known as PEN.
C O O H
H O O C
c o m p o u n d A
[2]
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[2]
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[2]
C O O H C O 2O C5 H
+ 22 H C 5 O H + 22 O H
H O O C C H O O C
2 5
c o m p o u n d A
(i) What other chemical is added to an acid and alcohol mixture and what
conditions are used to make an ester in the laboratory?
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[2]
(ii) Classify the reaction in which PEN is made by underlining one of the
following reaction types.
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[3]
Draw a diagram of the resulting TLC plate showing the located spots.
[2]
[Total 14 marks]
23. Groundwater usually contains iron compounds and therefore water from wells will
contain significant amounts of iron compounds. The main problem with household
water containing iron compounds is the staining it causes to laundry, porcelain and
plumbing fittings.
(a) Water containing iron in an oxidation state of +2 is known as ‘clear water’ since it
appears colourless. However, on leaving the tap it may become coloured and it is
then referred to as ‘red water’. ‘Red water’ contains iron(III) compounds.
(i) Give the formula of the complex ion which causes the ‘red’ colour.
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[1]
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[2]
(iii) If the ‘red water’ is made slightly alkaline, for example by adding sodium
hydroxide solution, a red–brown precipitate will form.
[3]
(b) ‘Iron stains’ contain iron(III) compounds and can be removed using a variety of
products available in the supermarket. One commonly used chemical is
ethanedioic acid. It is used in stain removers as the disodium salt.
2–
(i) Draw the full structural formula of the ethanedioate ion, C2O4 .
[1]
(ii) Name the type of reaction that occurs when ethanedioate ions in aqueous
3–
solution react with ‘red water’ to form green [Fe(C2O4)3] ions.
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[1]
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[2]
[Total 10 marks]