A-LevelChemistryIntroduction to organic chemistry9701/43 · May/June 2023 · Q610 Marks

Compound H has the structural formula CH2=CHCH(NH2)COOH.

(a)(i)Name all the functional groups in H.[2]
(a)(ii)Compound H exhibits stereoisomerism. Draw three-dimensional structures for the two stereoisomers of H. Name this type of stereoisomerism.[2]
(b)(i)Compound H can be prepared from the reaction of J with an excess of hot aqueous acid. [Figure 6.1] Complete Fig. 6.2 to show the equation for this reaction. [Figure 6.2][1]
(b)(ii)Name the type of reaction in (b)(i).[1]
(c)(i)Polymers consist of monomers joined together by undergoing either addition or condensation polymerisation. Compound H can react to form an addition polymer, K, or a condensation polymer, L, depending on the conditions. Draw one repeat unit of addition polymer K.[1]
(c)(ii)Draw two repeat units of condensation polymer L. The new functional group formed should be displayed.[2]
(c)(iii)Explain why condensation polymers can normally biodegrade more readily than addition polymers.[1]

This question uses a diagram from the original paper, which isn't shown here. Open the full paper from the past papers archive to see it.

Mark scheme

Marking points from the official mark scheme (May/June 2023). The mark or mark type is shown in brackets.

[2] carboxylic acid, amine, alkene Two correct for one mark, three correct for two marks
[2] [Diagrams for (R) and (S) enantiomers of H] optical
[1] [Diagram showing J reacting with 2H2O to form H and an amine]
[1] hydrolysis
[1] [Diagram of repeat unit -[CH2-CH(CH(NH2)COOH)]-]
[2] M1 amide linkage displayed correctly M2 rest of the structure correct
[1] condensation polymers can be hydrolysed

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