OCR A-Level Chemistry Synthesis and analytical techniques (02), November 2021

Every question from OCR A-Level Chemistry Synthesis and analytical techniques (02), November 2021 (H432): 21 questions, 100 marks, each with its mark scheme and topic.

Original question paper

  1. Question 1 1 mark

    Determine the number of structural isomers with the molecular formula C5H11Cl formed from the radical substitution reaction of 2-methylbutane with chlorine.

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

  2. Question 2 1 mark

    Identify the type(s) of stereoisomerism shown by 2,4-dimethylhex-2-ene.

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

  3. Question 3 1 mark

    Determine which sample contains the greatest number of carbon atoms among four given organic substance options with specified masses.

    Module 2: Foundations in chemistry · 2.1 Atoms and reactions

  4. Question 4 1 mark

    Identify the correct balanced equation for the incomplete combustion of butan-1-ol producing carbon monoxide and water.

    Module 4: Core organic chemistry · 4.2 Alcohols, haloalkanes and analysis

  5. Question 5 1 mark

    Identify the correct statement regarding the reaction of 2-methylcyclopentanone with NaCN(aq)/H+(aq).

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

  6. Question 6 1 mark

    Identify the two organic products formed when CH3CH2COOCH3 is heated with aqueous sodium hydroxide.

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

  7. Question 7 1 mark

    Identify the organic product formed when menthol is heated with an acid catalyst.

    Module 4: Core organic chemistry · 4.2 Alcohols, haloalkanes and analysis

  8. Question 8 1 mark

    Identify which given compound contains a bond angle of approximately 120 degrees.

    Module 2: Foundations in chemistry · Module 6: Organic chemistry and analysis · 6.1 Aromatic compounds, carbonyls and acids · 2.2 Electrons, bonding and structure

  9. Question 9 1 mark

    Identify which reaction among four given organic transformations is not a reduction process.

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

  10. Question 10 1 mark

    Determine the Rf value for the compound most strongly adsorbed onto the stationary phase using the given TLC chromatogram.

    Module 6: Organic chemistry and analysis · 6.3 Analysis

  11. Question 11 1 mark

    Identify the compound that produced the given infrared spectrum from four options.

    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 mass-to-charge ratio peak appears in the mass spectrum of propanal but not propanone

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

  13. Question 13 1 mark

    Identify which of the three given organic compounds produces four peaks in a 13C NMR spectrum.

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

  14. Question 14 1 mark

    Identify which statements provide evidence for the delocalised model of benzene rather than the Kekulé model.

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

  15. Question 15 1 mark

    Identify which of the given compounds (phenol, benzoic acid, and phenylmethanol bromide derivative) react with aqueous sodium hydroxide.

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

  16. Question 16 17 marks

    Explain sigma and pi bonds, outline the electrophilic addition mechanism of HBr to but-1-ene, discuss stereoisomerism, and complete Diels-Alder reaction mechanisms and products involving but-1-ene and buta-1,3-diene.

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

  17. Question 17 10 marks

    Explain ozone depletion by Freon-13, draw the repeat unit of an oligomer from 2-chloro-1,1,2-trifluoroethene and explain its boiling point, and draw structures for the monomers 1,4-diaminobutane and benzene-1,4-diacyl dichloride along with one repeat unit of their polyamide polymer.

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

  18. Question 18 18 marks

    Explain optical isomerism of amino acids, draw 3D isomers of alanine, complete an organic synthesis flowchart involving functional group transformations to form valine, determine the molecular formula and calculate the number of molecules of ibuprofen in a tablet, and draw the ionic structures of a lysine salt of ibuprofen and explain its solubility.

    Module 2: Foundations in chemistry · Module 4: Core organic chemistry · Module 6: Organic chemistry and analysis · 6.2 Nitrogen compounds, polymers and synthesis · 2.1 Atoms and reactions · 4.2 Alcohols, haloalkanes and analysis

  19. Question 19 14 marks

    Name prenal, complete a synthetic flowchart involving its reactions, and plan a two-stage synthesis of 2-phenylethanoic acid from (chloromethyl)benzene including percentage yield calculations.

    Module 2: Foundations in chemistry · Module 4: Core organic chemistry · Module 6: Organic chemistry and analysis · 2.1 Atoms and reactions · 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

  20. Question 20 20 marks

    Analyze reactions of phenol including mechanisms for the preparation of salicylic acid, recrystallisation of compound C, and structure elucidation using elemental analysis, mass spectrometry, and 13C NMR spectroscopy.

    Module 6: Organic chemistry and analysis · Practical Activity Groups · 6.1 Aromatic compounds, carbonyls and acids · 6.3 Analysis · PAG 6: Synthesis of an organic solid

  21. Question 21 6 marks

    Analyse test-tube observations, 13C NMR, and 1H NMR spectra to identify the structures of isomers D, E, and F with formula C5H10O.

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

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