TopicalChemistry 9701Carboxylic acids and derivativesCarboxylic acidsPaper 1

Carboxylic acids — Paper 1 · A Level Chemistry 9701

33.1· 17 questions · 17 marks · 20 min · 2011–2025· Multiple choice

Every Cambridge A Level Chemistry Paper 1 question on carboxylic acids, laid out as 5 A4 pages with the mark scheme below. Nothing is left out. Free to read, no account.

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Questions5 pages

Question 1: Y and Z are two widely-used selective weed killers. OCH2CO2H OCH2CH2OH CH3 Cl Cl Cl Y Z Which reagent will distinguish Y from Z? A acidifie…Question 2: An unpleasant smelling chemical produced in the human armpit is 3-methylhex-2-enoic acid. CH3 CH3 CH2 CH2 C CH C OH O If this compound is r…Question 3: On acid hydrolysis, which compounds produce propanoic acid? 1 CH3CH2CO2CH3 2 CH3CH2CH2CN 3 CH3CH2CH2ClQuestion 4: An organic compound, X, will react with calcium metal to produce a salt with the empirical formula CaC4H4O4. What could be the identity of …Question 5: How many of the following compounds produce a carboxylic acid on heating under reflux with an excess of hot acidified K2Cr2O7? CH3CH2CHO CH…1 / 5
Question 6: Compound X, C4H8O2, has an unbranched carbon chain. An aqueous solution of X has an approximate pH of 3. Compound Y, C3H8O, is a secondary …Question 7: Chlorogenic acid is found in green coffee beans and is used in treatments for weight loss. HO CO2H O R = C6H5O2 and takes no part in the re…2 / 5
Question 8: Alcohols, aldehydes and nitriles can each be converted into carboxylic acids. Which descriptions of their conversions into carboxylic acids…Question 9: An unknown organic compound Z reacts with sodium to give a combustible gas as one product. Z does not give a yellow precipitate with alkali…Question 10: Compound Z is shown. compound Z HO CO2H O HO O OH What is produced in good yield when compound Z is treated with an excess of sodium carbon…3 / 5
Question 11: Which reactions produce pentanoic acid? 1 CH3CH2CH2CH(OH)CH3  +  H+ / MnO4 –(aq) 2 CH3OCO(CH2)3CH3  +  HCl (aq) 3 CH3(CH2)3CN  +  H2SO4(aq)Question 12: The structure of compound R is shown. compound R O OH O Which statements about compound R are correct? 1 It has an Mr of 116. 2 It contains…Question 13: Which compound can be used to make propanoic acid by treatment with a single reagent? A CH2=CHCH2CH3 B CH3CH2CH2CN C CH3CH(OH)CN D CH3CH(OH…Question 14: Which compounds can be used to make Y in a single-step reaction? Y O OH 1 propanenitrile 2 ethanenitrile 3 propyl ethanoate 4 ethyl propano…4 / 5
Question 15: Tartaric acid, HOOCCH(OH)CH(OH)COOH, is found in many plants. A sample of tartaric acid reacts with an excess of LiAlH4 to form the organic…Question 16: An aqueous solution contains 4.00g of a carboxylic acid, Q. When this solution reacts with an excess of magnesium, 380cm3 of gas is produce…Question 17: The structure of butenedioic acid is shown. butenedioic acid OH HO O O When an excess of NaOH(aq) is added to butenedioic acid, which organ…5 / 5

Mark scheme17 answers

Answers below. Sit the paper first if you are practising.

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Chemistry 9701 · Carboxylic acids — Paper 1

A Level · topical answer key — answer key (teacher use)

Question

Answer

Marks

1D1
2C1
3D1
4C1
5B1
6B1
7A1
8C1
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10A1
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12B1
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14B1
15B1
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QuestionAnswerMarksFrom
1D19701/11 Oct/Nov 2011
2C19701/11 Oct/Nov 2011
3D19701/13 Oct/Nov 2011
4C19701/11 May/June 2015
5B19701/12 May/June 2016
6B19701/12 May/June 2016
7A19701/13 May/June 2017
8C19701/12 Feb/March 2018
9A19701/13 May/June 2019
10A19701/12 Oct/Nov 2020
11C19701/12 Oct/Nov 2020
12B19701/13 Oct/Nov 2020
13A19701/13 May/June 2022
14B19701/11 Oct/Nov 2022
15B19701/12 Feb/March 2023
16B19701/12 Feb/March 2023
17A19701/13 May/June 2025

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Questions as text

Q1 · Y and Z are two widely-used selective weed killers 9701/11 Oct/Nov 2011

23 Y and Z are two widely-used selective weed killers. OCH2CO2H OCH2CH2OH CH3 Cl Cl Cl Y Z Which reagent will distinguish Y from Z? A acidified AgNO3(aq) B Fehling’s solution C Na D Na2CO3(aq)

1 marks

Answer: D

This question in 9701/11 Oct/Nov 2011

Q2 · An unpleasant smelling chemical produced in the human armpit is 3-methylhex-2-enoic acid 9701/11 Oct/Nov 2011

28 An unpleasant smelling chemical produced in the human armpit is 3-methylhex-2-enoic acid. CH3 CH3 CH2 CH2 C CH C OH O If this compound is reacted with a cold, dilute, acidified solution of potassium manganate(VII), how many chiral centres will be produced? A 0 B 1 C 2 D 3

1 marks

Answer: C

This question in 9701/11 Oct/Nov 2011

Q3 · On acid hydrolysis, which compounds produce propanoic acid? 9701/13 Oct/Nov 2011

38 On acid hydrolysis, which compounds produce propanoic acid? 1 CH3CH2CO2CH3 2 CH3CH2CH2CN 3 CH3CH2CH2Cl

1 marks

Answer: D

This question in 9701/13 Oct/Nov 2011

Q4 · An organic compound, X, will react with calcium metal to produce a salt with the… 9701/11 May/June 2015

38 An organic compound, X, will react with calcium metal to produce a salt with the empirical formula CaC4H4O4. What could be the identity of X? 1 ethanoic acid 2 butanedioic acid 3 2-methylpropanedioic acid

1 marks

Answer: C

This question in 9701/11 May/June 2015

Q5 · How many of the following compounds produce a carboxylic acid on heating under reflux… 9701/12 May/June 2016

28 How many of the following compounds produce a carboxylic acid on heating under reflux with an excess of hot acidified K2Cr2O7? CH3CH2CHO CH3COCH3 CH3CH2CH2OH CH3CH(OH)CH3 A 1 B 2 C 3 D 4

1 marks

Answer: B

This question in 9701/12 May/June 2016

Q6 · Compound X, C4H8O2, has an unbranched carbon chain 9701/12 May/June 2016

30 Compound X, C4H8O2, has an unbranched carbon chain. An aqueous solution of X has an approximate pH of 3. Compound Y, C3H8O, is a secondary alcohol. X and Y are reacted together in the presence of a little concentrated sulfuric acid to form Z as the major organic product. What is the structural formula of Z? A (CH3)2CHCO2CH2CH2CH3 B CH3(CH2)2CO2CH(CH3)2 C CH3(CH2)2CO2(CH2)2CH3 D (CH3)2CHCO2CH(CH3)2

1 marks

Answer: B

This question in 9701/12 May/June 2016

Q7 · Chlorogenic acid is found in green coffee beans and is used in treatments for weight loss 9701/13 May/June 2017

28 Chlorogenic acid is found in green coffee beans and is used in treatments for weight loss. HO CO2H O R = C6H5O2 and takes no part in the reaction with sodium carbonate. HO O R OH chlorogenic acid What is produced in good yield when chlorogenic acid is treated with an excess of sodium carbonate solution at room temperature? A B HO CO2Na NaO CO2Na O O HO O R NaO O R OH ONa C D NaO CO2H HO CO2Na O O + NaO O R HO OH HO R ONa OH

1 marks

Answer: A

This question in 9701/13 May/June 2017

Q8 · Alcohols, aldehydes and nitriles can each be converted into carboxylic acids 9701/12 Feb/March 2018

29 Alcohols, aldehydes and nitriles can each be converted into carboxylic acids. Which descriptions of their conversions into carboxylic acids are correct? alcohols aldehydes nitriles A hydrolysis hydrolysis hydrolysis B hydrolysis hydrolysis oxidation C oxidation oxidation hydrolysis D oxidation oxidation oxidation

1 marks

Answer: C

This question in 9701/12 Feb/March 2018

Q9 · An unknown organic compound Z reacts with sodium to give a combustible gas as one product 9701/13 May/June 2019

39 An unknown organic compound Z reacts with sodium to give a combustible gas as one product. Z does not give a yellow precipitate with alkaline aqueous iodine. What is a possible identity of Z? 1 ethanoic acid 2 pentan-3-ol 3 propan-1-ol

1 marks

Answer: A

This question in 9701/13 May/June 2019

Q10 · Compound Z is shown 9701/12 Oct/Nov 2020

29 Compound Z is shown. compound Z HO CO2H O HO O OH What is produced in good yield when compound Z is treated with an excess of sodium carbonate solution at room temperature? A B HO CO2Na NaO CO2Na O O HO O NaO O OH ONa C D NaO CO2H HO CO2Na O O + NaO O HO OH HO ONa OH

1 marks

Answer: A

This question in 9701/12 Oct/Nov 2020

Q11 · Which reactions produce pentanoic acid? 9701/12 Oct/Nov 2020

40 Which reactions produce pentanoic acid? 1 CH3CH2CH2CH(OH)CH3 + H+ / MnO4 –(aq) 2 CH3OCO(CH2)3CH3 + HCl (aq) 3 CH3(CH2)3CN + H2SO4(aq)

1 marks

Answer: C

This question in 9701/12 Oct/Nov 2020

Q12 · The structure of compound R is shown 9701/13 Oct/Nov 2020

37 The structure of compound R is shown. compound R O OH O Which statements about compound R are correct? 1 It has an Mr of 116. 2 It contains two groups that show strong absorptions between 1640 and 1740 cm–1 in its infrared spectrum. 3 Its only infrared absorption between 2500 and 3000 cm–1 is sharp and strong.

1 marks

Answer: B

This question in 9701/13 Oct/Nov 2020

Q13 · Which compound can be used to make propanoic acid by treatment with a single reagent? 9701/13 May/June 2022

38 Which compound can be used to make propanoic acid by treatment with a single reagent? A CH2=CHCH2CH3 B CH3CH2CH2CN C CH3CH(OH)CN D CH3CH(OH)CH3

1 marks

Answer: A

This question in 9701/13 May/June 2022

Q14 · Which compounds can be used to make Y in a single-step reaction? 9701/11 Oct/Nov 2022

38 Which compounds can be used to make Y in a single-step reaction? Y O OH 1 propanenitrile 2 ethanenitrile 3 propyl ethanoate 4 ethyl propanoate A 1 and 3 B 1 and 4 C 2 and 3 D 2 and 4

1 marks

Answer: B

This question in 9701/11 Oct/Nov 2022

Q15 · Tartaric acid, HOOCCH(OH)CH(OH)COOH, is found in many plants 9701/12 Feb/March 2023

32 Tartaric acid, HOOCCH(OH)CH(OH)COOH, is found in many plants. A sample of tartaric acid reacts with an excess of LiAlH4 to form the organic product J. What happens when NaOH(aq) is added to separate samples of tartaric acid and J? A Both tartaric acid and J react. B Only tartaric acid reacts. C Only J reacts. D Neither tartaric acid nor J react.

1 marks

Answer: B

This question in 9701/12 Feb/March 2023

Q16 · An aqueous solution contains 4.00g of a carboxylic acid, Q 9701/12 Feb/March 2023

37 An aqueous solution contains 4.00g of a carboxylic acid, Q. When this solution reacts with an excess of magnesium, 380cm3 of gas is produced, measured at s.t.p. What is the relative formula mass of Q? A 59 B 118 C 126 D 236

1 marks

Answer: B

This question in 9701/12 Feb/March 2023

Q17 · The structure of butenedioic acid is shown 9701/13 May/June 2025

27 The structure of butenedioic acid is shown. butenedioic acid OH HO O O When an excess of NaOH(aq) is added to butenedioic acid, which organic product is formed? A OH –O O O D O– –O O O B OH OH HO O O C OH OH OH HO O O

1 marks

Answer: A

This question in 9701/13 May/June 2025