Carboxylic acid derivatives: Edexcel International A Level Chemistry questions
Every Edexcel International A Level Chemistry exam question on 15D Carboxylic acid derivatives (specification points 15.13–15.16), 2019–2025, with its mark scheme and examiner’s report.
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Calculations
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Q15(a)(ii)
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Q20(f)
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Q16(a)
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Q17(b)(iii)
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The whole paper ↗Your answerQ13(a)
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All 85 questions on Carboxylic acid derivatives, as a list
- June 2025, Unit 4, Q2 (1 mark): Which of these statements about the reaction of ethanoyl chloride with ammonia is not correct? A an amide is formed B the reaction is exothermic C misty fumes a
- June 2025, Unit 4, Q15(a)(ii) (1 mark): Name the type of reaction taking place in Reaction B. (1)
- June 2025 (A), Unit 5, Q15(a) (1 mark): Which reagents are used in Step 2? (1) A chloroethane and aluminium(III) chloride B ethanoic anhydride and sulfuric acid C ethanol and sulfuric acid D potassium
- January 2025, Unit 4, Q2 (1 mark): A polyester is made from pentane-1,5-diol and pentanedioic acid. Which is the repeat unit of this polyester? A B O O O O [ [ O C C O O O C C O O (CH2)3 (CH2)5 (
- January 2025, Unit 4, Q20(f) (2 marks): Write the equation for the reaction of oxalic acid with excess phosphorus(V) chloride. (2)
- January 2025, Unit 5, Q23(b)(iii) (2 marks): For Step 5, name the type of reaction taking place and draw the skeletal formula of the reagent needed to carry out this reaction. (2) Type of reaction Skeletal
- October 2024, Unit 4, Q1 (1 mark): An ester has the structure shown. O O Which pair of reactants would form this ester, under suitable conditions? A butanoic acid and propan‑2‑ol B butanoyl chlor
- October 2024, Unit 4, Q13 (1 mark): Ethanoyl chloride reacts with ammonia, forming ethanamide. CH3COCl + NH3 → CH3CONH2 + HCl The first step of the mechanism forms the intermediate shown. :O– Cl H
- October 2024, Unit 4, Q15 (1 mark): Which monomer could form a condensation polymer without needing a second type of monomer? A HO(CH2)4OH B HO(CH2)4COCl C HO(CH2)4CH CH2 D HO(CH2)4CH2Cl
- October 2024, Unit 4, Q16(a) (1 mark): Deduce the name of the alcohol used to synthesise X in a reaction with ethanoyl chloride. (1)
- October 2024, Unit 4, Q16(d)(i) (2 marks): Add a single curly arrow to Step 1 and a single curly arrow to Step 2 to complete this part of the mechanism. (2)
- October 2024, Unit 4, Q16(d)(ii) (1 mark): State the role of the H+ ion in the synthesis of aspirin. (1)
- October 2024, Unit 5, Q15(c) (2 marks): Butylamine reacts with ethanoyl chloride to form N-butylethanamide. Write an equation for this reaction using displayed formulae. (2)
- June 2024, Unit 4, Q11 (1 mark): Which statement(s) is/are correct? CH3CH2COCl reacts with 1 CH3NH2 to form CH3CH2CONHCH3 2 (CH3)2NH to form CH3CH2CON(CH3)2 3 (CH3)3N to form CH3CH2CON(CH3)3 A
- June 2024, Unit 4, Q12 (1 mark): An ester is hydrolysed in excess dilute hydrochloric acid to form ethanol and propanedioic acid. What is the skeletal formula of this ester? O O A O O O B O O C
- June 2024, Unit 4, Q17(b)(iii) (2 marks): Give the structure of the organic product formed in Reaction 3. (2)
- June 2024, Unit 4, Q17(b)(iv) (1 mark): Give the structure of the organic product formed in Reaction 4. (1)
- June 2024, Unit 5, Q11(a) (1 mark): Which is a suitable liquid to go in the beaker? (1) A deionised water B ethanol C hexane D mineral oil
- June 2024, Unit 5, Q11(b) (1 mark): Which is likely to be the main impurity in the sample of aspirin? (1) A ethanoic acid B ethanoic anhydride C ethanol D 2‑hydroxybenzoic acid
- June 2024, Unit 5, Q13(a) (1 mark): What is the structure of the amide formed? (1) H O N A H O N B O N C O N D
- June 2024, Unit 5, Q15(b) (1 mark): An alternative synthesis of 2,6‑dichlorophenol starts with compound C. OH O O compound C Compound C is chlorinated and hydrolysed and then the CO2 group is remo
- June 2024, Unit 6, Q4(b) (1 mark): State the purpose of the sulfuric acid. (1)
- January 2024, Unit 4, Q12 (1 mark): From which two reactants could CH3(CH2)2COO(CH2)4CH3 be made? A butanoic acid and pentan‑1‑ol B butanoyl chloride and butan‑1‑ol C butanal and pentan‑1‑ol D pen
- January 2024, Unit 4, Q18(c)(i) (1 mark): State the type of reaction in Step 3. (1)
- January 2024, Unit 4, Q18(c)(ii) (1 mark): A small amount of a polymeric compound is formed during Step 3. Deduce the structure for the repeat unit of the polymer formed. (1)
- January 2024, Unit 5, Q14(c) (6 marks): In the final step of the synthesis, phenylamine reacts with either ethanoyl chloride or ethanoic anhydride. → N‑phenylethanamide + hydrogen chloride phenylamine
- October 2023, Unit 4, Q10(c) (1 mark): Which condition is essential for Reaction 2? (1) A acid catalyst B anhydrous C high temperature D ether solvent
- October 2023, Unit 4, Q10(d) (1 mark): Reactions 3 and 4 produce the same ester. Which is an advantage of using Reaction 4 to produce this ester in the laboratory? (1) A it can be carried out at room
- October 2023, Unit 4, Q11 (1 mark): Which diagram shows two repeat units of the polymer formed by the polymerisation of propane‑1,3‑diol and benzene‑1,4‑dicarboxylic acid? O O A O CH2CH2CH2 O C C
- October 2023, Unit 5, Q21(b)(i) (1 mark): Name the three functional groups in acetylsalicylic acid. (1)
- October 2023, Unit 5, Q21(b)(ii) (1 mark): Write the equation for the reaction of salicylic acid and ethanoic anhydride. (1)
- June 2023, Unit 4, Q8 (1 mark): The two monomers shown react to form a polymer. O HO O OH OH HO monomer 1 monomer 2 Which is a repeat unit of the resulting polymer? O O A O O O O B O O HO O C
- June 2023, Unit 4, Q9(a) (1 mark): How many curly arrows are needed to complete the mechanism? (1) A 4 B 5 C 6 D 8
- June 2023, Unit 4, Q9(b) (1 mark): What is the IUPAC name for the organic product? (1) A amino ethanone B ethanamide C ethanoyl amine D methanamide Use this space for any rough working. Anything
- June 2023, Unit 4, Q12 (1 mark): Which is produced after the polyester shown is hydrolysed with excess sodium hydroxide? O O H H O C C O C C H H n A benzene-1,4-dicarboxylic acid B ethane-1,2-d
- June 2023, Unit 5, Q25(a) (2 marks): Name the three functional groups present in benzocaine. (2)
- June 2023, Unit 5, Q25(c) (1 mark): When benzocaine and procaine are hydrolysed, one of the products formed is the same in both reactions. Give the structure of this product. (1)
- June 2023, Unit 6, Q2(d)(ii) (2 marks): A student prepared an ester using X and a suitable compound. Explain why the student added aqueous sodium hydrogencarbonate to the reaction mixture to allow the
- January 2023, Unit 4, Q14 (1 mark): The structure of an ester is shown. O O Which two compounds react to form this ester? A butanoyl chloride and 2‑methylbutan‑2‑ol B butanoyl chloride and 3‑methy
- January 2023, Unit 4, Q18(b)(i) (2 marks): Draw the structure of a section of PLA showing two repeat units. (2)
- January 2023, Unit 6, Q4(b) (2 marks): Explain why, in Step 4, water is added slowly to the cooled solution. (2)
- October 2022, Unit 4, Q17(a)(i) (1 mark): Draw the structure of the cyclic ester B. (1)
- October 2022, Unit 4, Q17(a)(ii) (2 marks): Draw the structure of the condensation polymer C, showing two repeat units. (2)
- October 2022, Unit 4, Q17(b)(i) (1 mark): Give the molecular formula of this triester. (1)
- October 2022, Unit 4, Q17(b)(ii) (3 marks): Complete the equation for the alkaline hydrolysis of this triester with excess aqueous sodium hydroxide, showing the structures of the products. (3) O O + NaOH
- October 2022, Unit 4, Q17(c)(i) (1 mark): Identify Reagent P, by name or formula. (1)
- October 2022, Unit 4, Q17(c)(ii) (2 marks): Write a balanced equation for Reaction Q. State symbols are not required. (2)
- October 2022, Unit 4, Q17(c)(iii) (1 mark): Suggest the structural formula of Reagent R. (1)
- October 2022, Unit 4, Q17(c)(iv) (1 mark): Draw the skeletal formula of Reagent S. (1)
- October 2022, Unit 4, Q17(d) (6 marks): Sodium ethanoate, CH3COONa , reacts with 2-methylpropanoyl chloride, (CH3)2CHCOCl , to form organic compound Z and sodium chloride, NaCl . The molecular ion pea
- June 2022, Unit 4, Q18 (6 marks): *18 Compare and contrast the reactions of ethanoyl chloride with water, with ethanol and with ammonia. Refer to the structural features of the molecules that de
- June 2022, Unit 5, Q12(e) (3 marks): Explain how the structures of ethanoyl chloride, CH3COCl, and compound A enable them to react forming 2‑ethanoylaminobenzoic acid in Step 5. (3)
- January 2022, Unit 4, Q14 (1 mark): Compound X, C4H10O, is oxidised to form compound Y. Compound Y reacts with ethanol in the presence of concentrated sulfuric acid to give an ester, Z. Which of t
- January 2022, Unit 4, Q15 (1 mark): Which of these compounds is a product of the hydrolysis of CH3COOC3H7 by refluxing with aqueous sodium hydroxide? A CH3OH B C3H7OH C C3H7COOH D C3H7COO–Na+
- January 2022, Unit 4, Q21(b)(i) (2 marks): Name the carboxylic acid, alcohol and catalyst used in Reaction 1. (2) HCOOH catalyst (CH3)2CHCH2OH
- January 2022, Unit 4, Q21(b)(ii) (4 marks): Explain one advantage and one disadvantage of using Reaction 2 rather than Reaction 1. (4)
- January 2022, Unit 6, Q2(e)(i) (2 marks): Z has a fruity smell. Deduce the identity of the functional group present in Z, using all the information given. Include any relevant wavenumber ranges in your
- October 2021, Unit 4, Q13 (1 mark): Butanoic acid may be prepared by the acid hydrolysis of A butyl ethanoate B 1-chlorobutane C ethyl butanoate D propanenitrile Use this space for any rough worki
- October 2021, Unit 4, Q14 (1 mark): Terylene is a polyester derived from ethane-1,2-diol and terephthalic acid. HO OH C C O O terephthalic acid What is the structure of the repeat unit of terylene
- October 2021, Unit 4, Q15 (1 mark): The formation of esters and the hydrolysis of esters are reactions that are slow under normal laboratory conditions. What speeds up these reactions? Esterificat
- October 2021, Unit 5, Q21(f)(i) (2 marks): Hydrolysis with excess aqueous sodium hydroxide. (2)
- October 2021, Unit 5, Q21(f)(ii) (1 mark): Condensation with ethanoyl chloride. (1)
- June 2021, Unit 4, Q9(a) (1 mark): Which of these is the repeat unit of the polymer? (1) A O O O O O B O O O O C O O O O O O D O O O
- June 2021, Unit 4, Q9(b) (1 mark): What reaction occurs when PHBV biodegrades to its monomers? (1) A condensation B hydrolysis C hydration D hydrogenation
- June 2021, Unit 4, Q10 (1 mark): Which reagent reacts at room temperature with methylamine, CH3NH2, to form the compound N-methylethanamide? A CH3COCH3 B CH3COOH C CH3COOCH3 D CH3COCl
- June 2021, Unit 4, Q17(b)(i) (2 marks): Give the IUPAC name of Y. (2)
- June 2021, Unit 4, Q17(b)(ii) (1 mark): Draw the structures of two organic compounds that would react together to form Y. (1)
- June 2021, Unit 5, Q19(b)(i) (1 mark): Identify the steamy fumes, by name or formula. (1)
- January 2021, Unit 4, Q14 (1 mark): Propyl ethanoate, CH3COOCH2CH2CH3 , is hydrolysed with aqueous sodium hydroxide. Which products are formed? A CH3COOH and CH3CH2CH2OH B CH3COOH and CH3CH2CH2ONa
- January 2021, Unit 4, Q17(b) (3 marks): A reaction scheme involving butanoic acid is shown. O O acidified K2Cr2O7 reagent Y alcohol X Cl OH heat under reflux butanoic acid CH3NH2 compound Z Identify X
- January 2021, Unit 4, Q17(c) (2 marks): The repeat unit of a polyester is shown. H H O H O O C C O C C C C H H H Give the structures of the two monomers that could form this polyester. (2) Monomer 1 M
- January 2021, Unit 4, Q17(d)(iii) (1 mark): The infrared spectrum of E has an absorption in the range 1750 – 1735 cm−1. Name the functional group in E. (1)
- January 2021, Unit 5, Q24(c)(ii) (1 mark): Deduce the structure of quinic acid which combines with caffeic acid to form chlorogenic acid. (1) O H O OH caffeic acid OH OH H O O O H O O OH OH OH chlorogenic
- October 2020, Unit 4, Q12 (1 mark): Which of the following could not be formed when methylamine is added to ethanoyl chloride? A HCl B CH3NH3 +Cl− C CH3CONH2 D CH3CONHCH3
- October 2020, Unit 4, Q17(c)(i) (4 marks): Identify, by name or formula, compounds V, W and F. Justify your answer by using all the available information. (4)
- October 2020, Unit 4, Q17(c)(iii) (1 mark): State the role of sulfuric acid in the formation of F. (1)
- October 2020, Unit 5, Q9 (1 mark): Which pair of monomers can form this polymer? O O C C O CH2 CH2 O Monomer 1 Monomer 2 A HOC6H4OH HOOCCH2CH2COOH B HOCH2C6H4CH2OH HOOCCH2CH2COOH C HOCH2C6H4COOH
- October 2020, Unit 6, Q2(a) (4 marks): Compound P is a colourless liquid with a sweet fruity smell. When a sample of P was heated with sodium hydroxide, a volatile product was formed which had a mole
- October 2020, Unit 6, Q4(a) (1 mark): Give a reason for placing the flask in cold water in Step 1. (1)
- October 2020, Unit 6, Q4(b) (1 mark): Suggest the purpose of the concentrated sulfuric acid added in Step 2. (1)
- October 2020, Unit 6, Q4(e) (1 mark): Suggest the purpose of adding crushed ice and distilled water in Step 5. (1)
- January 2020, Unit 4, Q1(b) (1 mark): Which of these reacts with ethylamine, CH3CH2NH2, to form an N-substituted amide? (1) A compound 1 B compound 2 C compound 3 D compound 4
- January 2020, Unit 4, Q6 (1 mark): Which of these reacts directly with ethanoic acid to form ethanoyl chloride? A chlorine B chloroethane C hydrogen chloride D phosphorus(V) chloride
- January 2020, Unit 4, Q20(a)(i) (1 mark): Give the systematic name for isoamyl acetate. (1)
- January 2020, Unit 4, Q20(a)(ii) (3 marks): 6.06 × 10–3 mol of sodium hydroxide reacted with the ester present in 1.07 g of the flavouring. Calculate the percentage by mass of the ester in the food flavou
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