OCR A-Level Chemistry Synthesis and analytical techniques (02), June 2023

Every question from OCR A-Level Chemistry Synthesis and analytical techniques (02), June 2023 (H432): 23 questions, 100 marks, each with its mark scheme and topic.

Original question paper

  1. Question 1 1 mark

    Identify which compound is used for proton exchange in NMR spectroscopy among the given multiple-choice options.

    Module 6: Organic chemistry and analysis · 6.3 Analysis

  2. Question 2 1 mark

    Identify which compound reacts with 2,4-dinitrophenylhydrazine but does not react with Tollens' reagent among four given options.

    Module 6: Organic chemistry and analysis · 6.1 Aromatic compounds, carbonyls and acids

  3. Question 3 1 mark

    Identify the general formula of the alkynes homologous series given propyne as an example.

    Module 4: Core organic chemistry · 4.1 Basic concepts and hydrocarbons

  4. Question 4 1 mark

    Identify the functional groups present in the structure of paracetamol from a multiple-choice list.

    Module 4: Core organic chemistry · Module 6: Organic chemistry and analysis · 4.1 Basic concepts and hydrocarbons · 6.1 Aromatic compounds, carbonyls and acids · 6.2 Nitrogen compounds, polymers and synthesis

  5. Question 5 1 mark

    Determine the number of hydrogen atoms in one molecule of oxymetazoline given its chemical structure.

    Module 4: Core organic chemistry · Module 6: Organic chemistry and analysis · 4.1 Basic concepts and hydrocarbons · 6.1 Aromatic compounds, carbonyls and acids

  6. Question 6 1 mark

    Identify which statement supports the delocalised model of benzene and not the Kekulé model from a multiple-choice list.

    Module 6: Organic chemistry and analysis · 6.1 Aromatic compounds, carbonyls and acids

  7. Question 7 1 mark

    Identify the systematic IUPAC name for the given polyene structure containing multiple double bonds and methyl substituents.

    Module 4: Core organic chemistry · 4.1 Basic concepts and hydrocarbons

  8. Question 8 1 mark

    Identify the alkane that undergoes complete combustion given the volume of oxygen required at RTP and the moles of the alkane.

    Module 2: Foundations in chemistry · Module 4: Core organic chemistry · 2.1 Atoms and reactions · 4.1 Basic concepts and hydrocarbons

  9. Question 9 1 mark

    Identify which compound has the greatest number of peaks in its proton NMR spectrum among the given options.

    Module 6: Organic chemistry and analysis · 6.3 Analysis

  10. Question 10 1 mark

    Identify which ester is most likely to produce a mass spectrum with a fragment ion at m/z = 43 from four given structural formulae.

    Module 6: Organic chemistry and analysis · 6.1 Aromatic compounds, carbonyls and acids · 6.3 Analysis

  11. Question 11 1 mark

    Identify the organic compound that produced the given infrared spectrum from four given structural formulae.

    Module 6: Organic chemistry and analysis · Module 4: Core organic chemistry · 6.3 Analysis · 4.2 Alcohols, haloalkanes and analysis

  12. Question 12 1 mark

    Identify which compound reacts with ethanoyl chloride from a given list of four options.

    Module 6: Organic chemistry and analysis · 6.1 Aromatic compounds, carbonyls and acids · 6.2 Nitrogen compounds, polymers and synthesis

  13. Question 13 1 mark

    Identify which of the given organic structures are aliphatic compounds from a selection of three numbered structures.

    Module 4: Core organic chemistry · 4.1 Basic concepts and hydrocarbons

  14. Question 14 1 mark

    Identify which given compound(s) can be hydrolysed by aqueous acid to produce butanoic acid

    Module 6: Organic chemistry and analysis · Module 4: Core organic chemistry · 6.1 Aromatic compounds, carbonyls and acids · 6.2 Nitrogen compounds, polymers and synthesis · 4.2 Alcohols, haloalkanes and analysis

  15. Question 15 1 mark

    Identify which of the given ions contain bond angles of approximately 120 degrees.

    Module 2: Foundations in chemistry · Module 4: Core organic chemistry · Module 6: Organic chemistry and analysis · 2.2 Electrons, bonding and structure · 4.1 Basic concepts and hydrocarbons · 6.1 Aromatic compounds, carbonyls and acids

  16. Question 16 15 marks

    Explain the trend in boiling points of C6H14 isomers, write radical substitution mechanism steps for 2-methylpentane with bromine, write an equation for per-bromination, and determine the molecular formula of a partially brominated bromoalkane from gas volume and mass data.

    Module 2: Foundations in chemistry · Module 4: Core organic chemistry · 2.1 Atoms and reactions · 4.1 Basic concepts and hydrocarbons

  17. Question 17 14 marks

    Construct combustion equations, oxidation reactions, elimination isomer structures, and explain 13C NMR spectra for various alcohols.

    Module 4: Core organic chemistry · Module 6: Organic chemistry and analysis · 6.1 Aromatic compounds, carbonyls and acids · 6.3 Analysis · 4.2 Alcohols, haloalkanes and analysis

  18. Question 18 11 marks

    Outline the nitration mechanism of nitrobenzene to form 1,3-dinitrobenzene, determine its percentage yield, and describe the recrystallization purification method.

    Module 6: Organic chemistry and analysis · Practical Activity Groups · 6.1 Aromatic compounds, carbonyls and acids · PAG 6: Synthesis of an organic solid

  19. Question 19 6 marks

    Plan a multi-stage organic synthesis to convert 3-bromopropene into compound Z, identifying reagents, structures of intermediates, and equations.

    Module 4: Core organic chemistry · Module 6: Organic chemistry and analysis · 6.2 Nitrogen compounds, polymers and synthesis · 4.1 Basic concepts and hydrocarbons · 4.2 Alcohols, haloalkanes and analysis

  20. Question 20 10 marks

    Complete reaction flowcharts for salicylic acid, draw a section of a polymer formed from PAS containing both ester and amide linkages, and calculate the number of PAS molecules in a maximum daily dosage for a child.

    Module 6: Organic chemistry and analysis · Module 2: Foundations in chemistry · Module 5: Physical chemistry and transition elements · 6.1 Aromatic compounds, carbonyls and acids · 6.2 Nitrogen compounds, polymers and synthesis · 2.1 Atoms and reactions

  21. Question 21 9 marks

    Explain optical isomerism, name and draw 3D optical isomers of valine, determine the number of optical isomers for a tripeptide, and draw the hydrolysis products of the tripeptide in acid.

    Module 6: Organic chemistry and analysis · 6.2 Nitrogen compounds, polymers and synthesis

  22. Question 22 14 marks

    Outline the nucleophilic addition mechanism of acrolein with sodium cyanide in acidic conditions, name the mechanism, and complete a multi-step organic synthesis flowchart involving acrolein.

    Module 4: Core organic chemistry · Module 6: Organic chemistry and analysis · 6.1 Aromatic compounds, carbonyls and acids · 6.2 Nitrogen compounds, polymers and synthesis · 4.2 Alcohols, haloalkanes and analysis

  23. Question 23 6 marks

    Identify an unknown organic compound using 2,4-DNP test, elemental analysis, mass spectrometry, IR spectrum, and proton NMR spectrum.

    Module 6: Organic chemistry and analysis · 6.1 Aromatic compounds, carbonyls and acids · 6.3 Analysis

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