Standard difficulty · 20 questions · 40 marks
Show your working for Sections B and C. Answers are on the last page — try every question first!
Aldehydes, Ketones and Carboxylic Acids · AW-12C-ACK-2026-V1 · For parents — fold back or tear off before handing the sheet to your child.
| Q | Answer | Working |
|---|---|---|
| 1 | (d) sp2 hybridised and trigonal planar | — |
| 2 | (a) propanone | — |
| 3 | (c) methanal | methanal: is an aldehyde |
| 4 | (a) pentan-3-one | it has an α-hydrogen |
| 5 | (d) C6H5COOH < FCH2COOH < CF3COOH | pKa: FCH2COOH 2.59, CF3COOH 0.23, C6H5COOH 4.19 (lower pKa, stronger acid) |
| 6 | (b) ethylbenzene | — |
| 7 | (d) ethyl benzoate | name the alkyl group of the alcohol, then the -oate of the acid |
| 8 | (d) A is false, but R is true. | A is false: benzaldehyde is an aldehyde. R is true. |
| 9 | They have polar C=O groups but cannot form intermolecular hydrogen bonds with each other, unlike alcohols. | — |
| 10 | methyl butanoate; C5H10O2; 102 g/mol | acid + alcohol → ester + water |
| 11 | the iodoform test (yellow precipitate): propanone gives a positive result, 2,2-dimethylpropanal does not | the iodoform test needs a CH3CO– group |
| 12 | 3-nitrobenzoic acid; nitration (meta) | — |
| 13 | CH3CH2COOH < 4-nitrobenzoic acid < CF3COOH | electron-withdrawing groups stabilise the carboxylate ion; pKa: CF3COOH 0.23, CH3CH2COOH 4.87, 4-nitrobenzoic acid 3.41 |
| 14 | ethane; decarboxylation (one carbon is lost as Na2CO3) | RCOONa + NaOH → RH + Na2CO3 |
| 15 | (a) no; (b) no; (c) yes; (d) yes | aldehydes reduce Tollens'; aliphatic aldehydes reduce Fehling's; CH3CO– gives iodoform; aldol needs an α-H |
| 16 | 104.96 g | 0.8 mol of acid; ester M = 164 |
| 17 | A nucleophile attacks the positive carbonyl carbon from above or below the plane, giving a tetrahedral alkoxide intermediate, which takes up a proton. Examples: HCN gives cyanohydrins; NaHSO3 gives bisulphite addition products; Grignard reagents then water give alcohols; alcohols give hemiacetals and acetals. | — |
| 18 | A = ethanal (Stephen reduction); a silver mirror | follow each reagent in turn |
| 19 | diphenylmethanone: Tollens −, Fehling −, iodoform −; propanone: Tollens −, Fehling −, iodoform +; propanal: Tollens +, Fehling +, iodoform − | Tollens: aldehydes; Fehling: aliphatic aldehydes; iodoform: CH3CO– compounds |
| 20 | CH3CH2COOH < CH3COOH < HCOOH < FCH2COOH | halogens and nitro groups withdraw electrons (−I) and stabilise the carboxylate ion; the more of them and the closer they are, the stronger the acid; alkyl groups (+I) weaken the acid. pKa: HCOOH 3.75, CH3CH2COOH 4.87, CH3COOH 4.76, FCH2COOH 2.59 |