OCR A-Level Chemistry Synthesis and analytical techniques (02), June 2018

Every question from OCR A-Level Chemistry Synthesis and analytical techniques (02), June 2018 (H432): 22 questions, 100 marks, each with its mark scheme and topic.

Original question paper

  1. Question 1 1 mark

    Identify the standard compound used for NMR chemical shift measurements from the given multiple-choice options.

    Module 6: Organic chemistry and analysis · 6.3 Analysis

  2. Question 2 1 mark

    Identify which given compound is a secondary amide from four structural options.

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

  3. Question 3 1 mark

    Identify which of the given organic compounds does not react with nucleophiles.

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

  4. Question 4 1 mark

    Identify which chemical structure represents an alicyclic compound from the given multiple-choice options.

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

  5. Question 5 1 mark

    Identify which of the given molecules is not planar based on its shape and bond angles.

    Module 2: Foundations in chemistry · 2.2 Electrons, bonding and structure

  6. Question 6 1 mark

    Determine the number of peaks in the 1H NMR spectrum of HOOCCH2CHOHCH2COOH.

    Module 6: Organic chemistry and analysis · 6.3 Analysis

  7. Question 7 1 mark

    Identify which reaction for the preparation of ethanol has the lowest atom economy from four given chemical equations.

    Module 2: Foundations in chemistry · Module 4: Core organic chemistry · 2.1 Atoms and reactions · 4.2 Alcohols, haloalkanes and analysis

  8. Question 8 1 mark

    Identify the propagation step in the mechanism for the breakdown of ozone catalysed by NO radicals.

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

  9. Question 9 1 mark

    Identify the compound that produced the given IR spectrum from four multiple-choice options.

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

  10. Question 10 1 mark

    Identify the organic reagent required for the acylation of benzene to form phenylethanone in the presence of a halogen carrier.

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

  11. Question 11 1 mark

    Determine the number of straight-chain structural isomers of C7H15Cl that contain a chiral carbon atom.

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

  12. Question 12 1 mark

    Identify the ion responsible for the peak with the greatest relative intensity in the mass spectrum of (CH3)2CHCH2OH.

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

  13. Question 13 1 mark

    Identify which statements support the delocalised model for the structure of benzene from a given list of three statements.

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

  14. Question 14 1 mark

    Identify the true statements regarding the purification of a solid organic compound by recrystallisation.

    Module 4: Core organic chemistry · Practical Activity Groups · 4.2 Alcohols, haloalkanes and analysis · PAG 6: Synthesis of an organic solid

  15. Question 15 1 mark

    Identify which of the given reactions with 2-bromo-2-phenylacetic acid form a carbon-carbon bond

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

  16. Question 16 11 marks

    Identify names, formulae, and reaction products for alcohols, alkenes, carboxylic acids, and their derivatives through elimination, substitution, oxidation, and addition reactions.

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

  17. Question 17 7 marks

    Draw 3-D optical isomers of cysteine, the salt of lysine formed with excess hydrochloric acid, and the organic products formed from alkaline hydrolysis of a protein section.

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

  18. Question 18 9 marks

    Explain whether 13C NMR can distinguish between nitrophenol isomers, explain the reactivity of phenol compared to benzene, and complete the electrophilic substitution mechanism for methylbenzene reacting with sulfur trioxide.

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

  19. Question 19 10 marks

    State and explain the effect of the halogen on the rate of haloalkane hydrolysis, outline the mechanism for the hydrolysis of chlorocyclohexane, draw a reflux apparatus diagram, and identify unknown haloalkane E, product F, and precipitate G from analytical data.

    Module 4: Core organic chemistry · Practical Activity Groups · PAG 5: Synthesis of an organic liquid · 4.2 Alcohols, haloalkanes and analysis

  20. Question 20 18 marks

    Analyze cinnamaldehyde and methylcinnamaldehyde regarding E/Z isomerism, functional group tests, reaction pathways including carbonyl and alkene chemistry, and electrophilic addition mechanisms with ICl.

    Module 4: Core organic chemistry · Module 6: Organic chemistry and analysis · 4.1 Basic concepts and hydrocarbons · 4.2 Alcohols, haloalkanes and analysis · 6.1 Aromatic compounds, carbonyls and acids · 6.2 Nitrogen compounds, polymers and synthesis

  21. Question 21 12 marks

    Deduce organic products of reactions of an aromatic carboxylic acid, complete synthesis of a polyester, calculate ester concentration from gas chromatography peak areas, and determine ester structures using mass spectrometry data.

    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 · 6.3 Analysis · 4.2 Alcohols, haloalkanes and analysis

  22. Question 22 18 marks

    A multi-part question covering incomplete and complete combustion, intermolecular forces and boiling points, empirical and molecular formula calculations, organic synthesis equations involving carbonyl compounds and polyols, and structure elucidation using elemental analysis, mass spectrometry, and NMR spectroscopy.

    Module 4: Core organic chemistry · 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 · 4.1 Basic concepts and hydrocarbons · 4.2 Alcohols, haloalkanes and analysis

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