OCR A-Level Chemistry Synthesis and analytical techniques (02), June 2019

Every question from OCR A-Level Chemistry Synthesis and analytical techniques (02), June 2019 (H432): 21 questions, 100 marks, each with its mark scheme and topic.

Original question paper

  1. Question 1 1 mark

    Identify which of the given alkanes has the highest boiling point.

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

  2. Question 2 1 mark

    Identify the propagation step in the free-radical substitution mechanism of butane reacting with chlorine.

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

  3. Question 3 1 mark

    Determine the IUPAC name of the branched alkene shown in the structural formula.

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

  4. Question 4 1 mark

    Identify the correct E-Z stereoisomer term for the given alkene structure

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

  5. Question 5 1 mark

    Identify the types of bonds broken and formed in the reaction of ethene and bromine

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

  6. Question 6 1 mark

    Identify the organic product formed when a substituted aromatic compound containing both a -CH2Cl group and an aromatic chlorine atom reacts with aqueous potassium hydroxide.

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

  7. Question 7 1 mark

    Determine the number of chiral carbon atoms in the given steroid molecule.

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

  8. Question 8 1 mark

    Identify the least likely organic product when phenol reacts with bromine from the given multiple-choice options.

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

  9. Question 9 1 mark

    Identify the monomers that could form the given polyester repeat unit from multiple-choice options A to D.

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

  10. Question 10 1 mark

    Identify which given compound shows 4 peaks in its carbon-13 NMR spectrum.

    Module 6: Organic chemistry and analysis · 6.3 Analysis

  11. Question 11 1 mark

    Calculate the percentage yield of an organic product formed from the reaction of phenylamine with ethanoyl chloride.

    Module 2: Foundations in chemistry · Module 6: Organic chemistry and analysis · 6.2 Nitrogen compounds, polymers and synthesis · 2.1 Atoms and reactions

  12. Question 12 1 mark

    Identify the compound that produces the given 13C NMR spectrum from a multiple-choice list of organic molecules.

    Module 6: Organic chemistry and analysis · 6.3 Analysis

  13. Question 13 1 mark

    Identify which of the given alcohols could be formed by the reduction of a carbonyl compound with NaBH4.

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

  14. Question 14 1 mark

    Identify which of potassium hydroxide, ethanoyl chloride, and nitric acid can react with phenol.

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

  15. Question 15 1 mark

    Identify the functional groups present in a given complex organic molecule used to treat influenza 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

  16. Question 16 13 marks

    Outline the electrophilic addition mechanism of hydrogen bromide to 3-methylbut-2-enal, explain isomerism, and distinguish between functional groups of geraniol and citronellal.

    Module 4: Core organic chemistry · Module 6: Organic chemistry and analysis · 6.1 Aromatic compounds, carbonyls and acids · 4.1 Basic concepts and hydrocarbons · 4.2 Alcohols, haloalkanes and analysis

  17. Question 17 11 marks

    Deduce the structure of reaction products involving serine, determine the amino acid used in an acid-base titration, calculate its molar mass, and identify an unknown amino acid from thin-layer chromatography chromatograms using R_f values.

    Module 6: Organic chemistry and analysis · Module 2: Foundations in chemistry · Practical Activity Groups · PAG 2: Acid-base titration · PAG 7: Qualitative analysis of organic functional groups · 6.2 Nitrogen compounds, polymers and synthesis · 6.3 Analysis · 2.1 Atoms and reactions

  18. Question 18 22 marks

    Analyze ester reactions, proton NMR, synthesis calculations, and mass spectrometry fragmentation of organic compounds.

    Module 6: Organic chemistry and analysis · Module 2: Foundations in chemistry · 6.1 Aromatic compounds, carbonyls and acids · 6.2 Nitrogen compounds, polymers and synthesis · 6.3 Analysis · 2.1 Atoms and reactions

  19. Question 19 23 marks

    Describe the bonding and structure of benzene, experimental evidence for the delocalised model, polymerisation of benzene derivatives, electrophilic substitution mechanisms, and organic synthesis reaction pathways involving benzene derivatives.

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

  20. Question 20 10 marks

    Answer questions on reaction mechanisms involving curly arrows, heterolytic fission, drawing products of elimination or substitution, completing a nucleophilic addition-elimination mechanism for an acyl chloride, and identifying the role of a hydroxide ion.

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

  21. Question 21 6 marks

    Deduce the structure of an unknown organic compound using elemental analysis, mass spectrometry, infrared spectroscopy, and proton NMR data.

    Module 6: Organic chemistry and analysis · Module 2: Foundations in chemistry · 6.1 Aromatic compounds, carbonyls and acids · 6.3 Analysis · 2.1 Atoms and reactions

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