A-LevelChemistryOrganic synthesis9701/12 · Feb/Mar 2023 · Q331 Mark

Citric acid can be converted into tricarballylic acid in two stages. An intermediate, Q, is formed. [Figure 33.1: Reaction scheme showing citric acid (HOOCCH₂C(OH)(COOH)CH₂COOH) converting via stage 1 to intermediate Q (HOOCCH₂CH(COOH)CH₂COOH), and then Q converting via stage 2 to tricarballylic acid (CH₂COOHCH(COOH)CH₂COOH).] Which reagents are needed for each stage? [Table with columns "stage 1", "stage 2"]

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Aconcentrated H2SO4, H2(g) and Ni

Bconcentrated H2SO4, LiAlH4

CLiAlH4, H2SO4(aq)

DNaOH(aq), H2(g) and Ni

✓ Correct answer

A: concentrated H2SO4, H2(g) and Ni

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Topic: Organic synthesis, A-Level Chemistry (syllabus 9701). Multiple choice, 1 mark.
Source: A-Level Chemistry, Feb/Mar 2023 Paper 1 Variant 2, question 33.

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