A-LevelChemistryOrganic synthesis9701/42 · Oct/Nov 2018 · Q69 Marks
2-hydroxypropanoic acid can be synthesised in four steps from ethanoic acid. [Figure 6.0]
- (a)(i)Suggest a reagent for step 2.[1]
- (a)(ii)Suggest reagents and conditions for steps 1 and 4. step 1 step 4[2]
- (b)Compound R can be used in the synthesis of compound T as shown. [Figure 6.1]
- (b)(i)Suggest the structures of S and T and draw them in the boxes.[2]
- (b)(ii)Name the type of reaction for step I and step II. step I step II[2]
- (c)Compound R can be polymerised. Draw a section of this polymer showing two repeat units.[2]
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 (Oct/Nov 2018). The mark or mark type is shown in brackets.
- [1] KCN / NaCN / CN
- [1] step 1 PCl3 + heat / PCl5 / SOCl2
- [1] step 4 NaBH4
- [1] (b)(i) structure for S
- [1] (b)(i) structure for T
- [1] step I condensation
- [1] step II reduction
- [1] amide bond (CO-NH) structure of polymer with exactly two repeat units continuation bonds hydrocarbon portions correct (two points = [1] four points = [2])
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