A Level · Chemistry 9701 · Inorganic & organic

Polymerisation: A Level Chemistry questions with answers

Free Polymerisation questions for A Level Chemistry (9701), part of Inorganic & organic. Each question has the answer and the marking points an examiner would look for.

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Polymerisation practice questions

Question 1Structured · 7 marksA* challenge

Nylon-6,6 is made from hexanedioic acid and hexane-1,6-diamine.

(a)

Name the linkage in nylon-6,6 and give its structure.

[1]
(b)

Explain why nylon fibres are strong.

[2]
(c)

6-aminohexanoic acid also forms a polyamide on its own. Explain why.

[2]
(d)

Give the products of complete hydrolysis of nylon-6,6 with hot dilute hydrochloric acid.

[2]
Show answers and mark scheme
PartAnswer and marking pointsMarks
(a)amide, –CONH–
amide linkage, –CO–NH– B1
1
(b)hydrogen bonds between chains
hydrogen bonds form between N–H of one chain M1
and C=O of another chain M1
2
(c)both groups in one molecule
it has both an amine group and a carboxylic acid group M1
so molecules can join end to end, eliminating water M1
2
(d)hexanedioic acid and the diammonium salt
hexanedioic acid B1
hexane-1,6-diammonium chloride B1
2
Question 2Structured · 10 marks

This question is about addition and condensation polymers.

(a)

Draw the repeat unit of poly(chloroethene) and deduce the structure of the monomer of a polymer with repeat unit –CH₂–C(CH₃)(COOCH₃)–.

[3]
(b)

Explain how you would distinguish addition from condensation polymers from their repeat units.

[2]
(c)

A polymer is made from benzene-1,4-dicarboxylic acid, HOOC–C₆H₄–COOH, and benzene-1,4-diamine, H₂N–C₆H₄–NH₂. Draw the repeat unit and explain its high strength.

[4]
(d)

State one disadvantage of disposing of halogenated addition polymers by incineration.

[1]
Show answers and mark scheme
PartAnswer and marking pointsMarks
(a)–CH₂–CHCl–; CH₂=C(CH₃)COOCH₃
–CH₂–CHCl– with continuation bonds B1
monomer CH₂=C(CH₃)COOCH₃ B2
3
(b)condensation: linkages with heteroatoms (ester/amide) in backbone; addition: all-carbon backbone
condensation polymers have ester or amide linkages (O or N) in the main chain B1
addition polymers have a backbone of carbon atoms only B1
2
(c)–CO–C₆H₄–CONH–C₆H₄–NH–; rigid aromatic chains align; extensive H bonding between chains
correct repeat unit B2
rigid planar chains pack closely B1
hydrogen bonds between C=O and N–H of neighbouring chains B1
4
(d)releases HCl / toxic dioxins
produces HCl / toxic chlorinated compounds such as dioxins B1
1
Question 3Structured · 11 marks

Nylon-6,6 is made from hexanedioic acid, HOOC(CH₂)₄COOH, and 1,6-diaminohexane, H₂N(CH₂)₆NH₂.

(a)

Draw the repeat unit of nylon-6,6.

[2]
(b)

Name the type of polymerisation and the small molecule eliminated.

[2]
(c)

The repeat unit has Mr = 226. A sample of the polymer has a mean Mr of 33900. Calculate the mean number of repeat units in each chain.

[1]
(d)

A laboratory preparation uses hexanedioyl dichloride instead of hexanedioic acid. Suggest why, and name the other product.

[2]
(e)

Nylon is hydrolysed by hot aqueous acid. Give the products of acid hydrolysis.

[2]
(f)

Explain why nylon fibres are strong, in terms of intermolecular forces between chains.

[2]
Show answers and mark scheme
PartAnswer and marking pointsMarks
(a)–NH(CH₂)₆NHCO(CH₂)₄CO–
amide link –CONH– shown B1
complete repeat unit –NH(CH₂)₆NHCO(CH₂)₄CO– with continuation bonds B1
2
(b)condensation; water
condensation polymerisation B1
water B1
2
(c)150
33900 ÷ 226 = 150 B1
1
(d)acyl chloride more reactive, room temperature; HCl
acyl chlorides are much more reactive / react at room temperature B1
hydrogen chloride B1
2
(e)hexanedioic acid; 1,6-diaminohexane as ammonium salt
hexanedioic acid B1
the diamine as its salt, ⁺H₃N(CH₂)₆NH₃⁺ (allow 1,6-diaminohexane) B1
2
(f)hydrogen bonds between N–H and C=O of neighbouring chains
hydrogen bonds form between N–H and C=O groups B1
on neighbouring chains, holding chains together B1
2
Question 4Structured · 4 marks

Condensation polymers include polyesters and polyamides.

(a)

Draw the repeat unit of the polyester formed from ethane-1,2-diol and benzene-1,4-dicarboxylic acid.

[2]
(b)

Explain why polyesters are biodegradable but poly(ethene) is not.

[2]
Show answers and mark scheme
PartAnswer and marking pointsMarks
(a)–OCH₂CH₂OOC–C₆H₄–CO–
correct ester linkages B1
correct repeat unit B1
2
(b)ester links hydrolysed
ester linkages can be hydrolysed (by enzymes/acid) B1
poly(ethene) has only non-polar C–C/C–H bonds B1
2
Question 5Structured · 12 marks

This question is about proteins and polyamides.

(a)

Describe the primary, secondary and tertiary structure of a protein.

[4]
(b)

Explain why heating a protein changes its shape but not its primary structure.

[2]
(c)

Compare the structure of a protein with that of nylon-6,6.

[2]
(d)

Explain why poly(lactic acid) is described as biodegradable and why this is an advantage.

[2]
(e)

Draw the repeat unit of the polymer formed from 2-hydroxypropanoic acid, CH₃CH(OH)COOH, and name the type of polymerisation.

[2]
Show answers and mark scheme
PartAnswer and marking pointsMarks
(a)sequence of amino acids; H bonding α-helix / β-sheet; folding by R-group interactions
primary: sequence of amino acids joined by peptide bonds B1
secondary: α-helix or β-pleated sheet held by hydrogen bonds between C=O and N–H B1
tertiary: overall folding held by R-group interactions B1
e.g. disulfide bridges, ionic bonds, hydrogen bonds, van der Waals B1
4
(b)breaks weaker H/ionic bonds; peptide covalent bonds intact
heat breaks the weaker hydrogen bonds and ionic interactions B1
the covalent peptide bonds (primary structure) are not broken B1
2
(c)both polyamides with amide linkages; protein from many different amino acids, nylon from two monomers
both contain amide (–CONH–) linkages B1
proteins are made from many different amino acids, nylon from two monomers (diamine and diacid) B1
2
(d)ester links hydrolysed by microorganisms; less persistent waste
its ester linkages are hydrolysed by water / microorganisms B1
it does not persist in landfill or oceans B1
2
(e)–O–CH(CH₃)–CO–; condensation
correct repeat unit with ester linkage B1
condensation polymerisation B1
2
Question 6Structured · 12 marks

This question is about condensation polymers.

(a)

Explain what is meant by condensation polymerisation.

[2]
(b)

A polyester is made from benzene-1,4-dicarboxylic acid and ethane-1,2-diol. Draw the repeat unit.

[3]
(c)

A polyamide is made from a dicarboxylic acid dichloride and a diamine. State the advantage of using the acyl chloride instead of the acid, and name the small molecule eliminated.

[2]
(d)

Explain why polyamides such as Kevlar are very strong.

[3]
(e)

Explain why polyesters and polyamides are biodegradable but poly(alkenes) are not.

[2]
Show answers and mark scheme
PartAnswer and marking pointsMarks
(a)monomers join with loss of small molecule such as water or HCl
monomers join together B1
with elimination of a small molecule such as H₂O or HCl B1
2
(b)–OC–C₆H₄–CO–O–CH₂CH₂–O–
ester linkage correct B1
both monomer residues correct B1
continuation bonds / repeat unit brackets B1
3
(c)more reactive, reacts at room temperature; HCl
acyl chlorides are more reactive (no heating / faster) B1
HCl is eliminated B1
2
(d)strong hydrogen bonds between chains; rigid aromatic rings; chains aligned
extensive hydrogen bonding between N–H and C=O of adjacent chains B1
rigid planar benzene rings allow chains to align closely B2
3
(e)ester/amide linkages can be hydrolysed; C–C backbone non-polar, unreactive
polyesters and polyamides contain polar ester / amide linkages that can be hydrolysed (by enzymes or acids) B1
poly(alkenes) have only non-polar C–C and C–H bonds B1
2

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