1 Which of the following cannot be used to detect alcohol in a breathalyser test? Fractional distillation. Fuel cell. Infrared spectroscopy

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1 1 Which of the following cannot be used to detect alcohol in a breathalyser test? Fractional distillation Fuel cell Infrared spectroscopy Reduction of dichromate(vi) ions 2 Propanal, H 3 H 2 HO, and propanone, H 3 OH 3, are carbonyl compounds. When these compounds are compared using physical methods of analysis, which of the following statements is not correct? The compounds produce different patterns in the fingerprint region of the IR spectrum. The carbonyl groups absorb at frequencies in the same region of the IR spectrum. The compounds produce different fragmentation patterns in a mass spectrum. The compounds have molecular ion peaks at different mass to charge ratios in a mass spectrum. 3 sample of propanone, H 3 OH 3, was heated under reflux with potassium dichromate(vi) acidified with sulfuric acid, and then the mixture was distilled. part from the peaks due to the and H bonds, what peak(s) would be present in the IR spectrum of the distillate? peak due to the O only. peak due to the O H only. Peaks due to O and O H. Peaks due to O, O and O H. PhysicsndMathsTutor.com

2 4 onsider the infrared spectrum shown below. 100 Transmittance / % Wavenumber / cm 1 The IR absorption ranges associated with some organic functional groups are given below. O H stretching in alcohols (variable, broad) O H stretching in carboxylic acids (weak) =O stretching in aldehydes (strong) =O stretching in ketones (strong) =O stretching in carboxylic acids, alkyl (strong) cm cm cm cm cm 1 H stretching in aldehydes (weak) cm 1 and cm 1 Which of the following could have produced the above spectrum? n aldehyde n alcohol carboxylic acid ketone PhysicsndMathsTutor.com

3 5 6 These questions concern the use of infrared (IR) spectra to identify organic compounds. The IR absorption ranges associated with some organic functional groups are given below. O H stretching in alcohols at cm 1 O stretching in aldehydes at cm 1 O stretching in ketones at cm 1 O stretching in carboxylic acids at cm 1 (a) When propan-2-ol is refluxed with potassium dichromate(vi) and sulfuric acid, the product will show a peak due to (1) (b) When propan-1-ol is heated with potassium dichromate(vi) and sulfuric acid, the product, that is distilled off as it is formed, will show a peak due to (1) 2 marks) PhysicsndMathsTutor.com

4 7 For which of the following are both tests acceptable evidence for a driver to be successfully prosecuted for excess alcohol in the blood in many countries? dichromate(vi) breath analyser and a blood test. dichromate(vi) breath analyser and a fuel cell breath analyser. dichromate(vi) breath analyser and an infrared breath analyser. n infrared breath analyser and a blood test. 1 mark) 8 For drivers in the UK, the legal limit of the concentration of ethanol (molar mass 46 g mol 1 ) in the blood is 80 mg per 100 cm 3. This is equivalent to a concentration of 17.4 mol dm mol dm mol dm mol dm 3 1 mark) PhysicsndMathsTutor.com

5 9 The infrared spectrum below is most likely to be that of a member of which homologous series? 100 Transmittance /% Wavenumber / cm 1 l stretching vibrations cm 1 O H stretching vibrations cm 1 O stretching vibrations cm 1 lcohol hloroalkane ldehyde arboxylic acid PhysicsndMathsTutor.com

6 10 Under certain conditions, butan-1-ol can be oxidized to the compound with infrared spectrum shown below. 80 Transmittance / % Wavenumber / cm 1 O H stretching vibrations alcohols cm 1 O H stretching vibrations carboxylic acids cm 1 =O stretching vibrations aldehydes and ketones cm 1 =O stretching vibrations carboxylic acids cm 1 The compound is most likely to be butan-2-ol. butanal. butanone. butanoic acid. PhysicsndMathsTutor.com

7 11 When propanal, H 3 H 2 HO, and propanone, H 3 OH 3, are compared using physical methods of analysis, which of the following is not correct? The carbonyl groups absorb at very similar frequencies of the IR spectrum. The compounds will have different patterns in the fingerprint region of the IR spectrum. The compounds will form different fragmentation patterns in a mass spectrum. The compounds will have molecular ion peaks at different mass to charge ratios in a mass spectrum. 1 mark) 12 The IR spectrum of a substance is shown below. 100 Transmittance /% Which of the following substances has this spectrum? Wavenumber / cm 1 You may use the information on page 6 of the data booklet. Propan-1-ol Propanal Propanone Propanoic acid 1 mark) PhysicsndMathsTutor.com

8 13 Not all molecules will absorb infrared radiation. Those that do change their dipole moment when their bonds stretch or bend. undergo homolytic fission. must be polar. are always organic substances. PhysicsndMathsTutor.com

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