Lesson 19B.2

19B.2 Using high resolution 1H NMR data Quiz: Pearson Edexcel Chemistry, Unit 19

20 questions

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Lesson 19B.2, Using high resolution 1H NMR data: 20 multiple choice questions for the Pearson Edexcel Chemistry (9CH0), Unit 19: Modern Analytical Techniques II, written with Revision Ninja.

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The 20 questions

  1. The integration ratio of two peaks is 3:1. What is the simplest interpretation?

    • The environment giving the larger peak has three times as many protons as the other
    • The larger peak has three carbon atoms for every hydrogen atom in the molecule, so it is a carbon count
    • The larger peak has one proton for every three carbon atoms, which gives a ratio of 3 to 1
    • The larger peak comes from one OH group for every three CH3 groups, a common pattern in alcohols
  2. A spectrum shows a singlet at 2.0 ppm (3H), a quartet at 4.1 ppm (2H) and a triplet at 1.3 ppm (3H). Which compound fits?

    • Propyl ethanoate
    • Ethyl methanoate
    • Ethyl ethanoate
    • Methyl propanoate
  3. What is the purpose of shaking a sample with D2O in 1H NMR?

    • It dilutes the OH signal so that it falls to zero, leaving only the signals from the carbon-bound protons
    • It exchanges the OH proton with deuterium, so the OH peak disappears from the spectrum
    • It dissolves the OH group into the solvent so that it is removed from the spectrum altogether
    • It heats the sample to 100 C, which removes the OH peak by evaporating the exchangeable proton
  4. A proton environment has three equivalent neighbouring protons. How many peaks appear in its signal?

    • 7, a septet
    • 4, a quartet
    • 2, a doublet
    • 3, a triplet
  5. A CH group is adjacent to six equivalent protons (two CH3 groups). What is its splitting pattern?

    • An octet
    • A sextet
    • A quartet
    • A septet
  6. Which chemical shift range is typical for protons on the carbon next to a ketone C=O?

    • About 0.9-1.0 ppm
    • About 6.5-8.0 ppm
    • About 2.1-2.6 ppm
    • About 3.3-4.5 ppm
  7. A spectrum of a compound C3H6O2 shows two singlets at 2.1 ppm (3H) and 3.7 ppm (3H). Which compound fits?

    • Propanoic acid
    • Propanal
    • Ethyl methanoate
    • Methyl ethanoate
  8. A compound C2H4Cl2 shows a doublet at about 1.8 ppm (3H) and a quartet at about 5.9 ppm (1H). Which compound fits?

    • Ethane-1,1-diol, CH(OH)2CH3
    • Chloroethene, CH2=CHCl
    • 1,1-dichloroethane, CHCl2CH3
    • 1,2-dichloroethane, ClCH2CH2Cl
  9. Which 1H pattern best fits an isopropyl group attached to a carbon with no other hydrogens?

    • A triplet (6H) and a triplet (1H)
    • A doublet (6H) and a septet (1H)
    • A singlet (6H) and a singlet (1H)
    • A quartet (6H) and a singlet (1H)
  10. How many 1H environments does p-xylene (1,4-dimethylbenzene) have?

    • 1
    • 2
    • 3
    • 4
  11. Why is 1H NMR alone sometimes unable to distinguish two isomers?

    • NMR cannot detect protons attached to carbon atoms, so it can only be used on oxygen-containing molecules
    • The spectrum of every isomer is identical in all cases, because NMR detects only the molecular formula
    • Isomers can have the same number and type of proton environments, giving similar spectra
    • NMR measures only the molecular mass of each isomer, which is the same for all of them in every case
  12. A compound shows two peaks in the ratio 6:1. Which combination is most consistent with an isopropyl group?

    • A doublet for the 6H and a septet for the 1H
    • A singlet for the 6H and a singlet for the 1H
    • A triplet for the 6H and a triplet for the 1H
    • A quartet for the 6H and a singlet for the 1H
  13. A 1H spectrum shows a signal at 9.8 ppm with a 1H integration and a signal at 2.4 ppm with 2H integration as a quartet. Which functional group is present?

    • A primary alcohol with an adjacent CH2 group
    • An ester with an adjacent OCH3 group
    • An aldehyde with an adjacent CH2 group
    • A carboxylic acid with an adjacent CH3 group
  14. Which two peaks would best confirm an ethyl ester, RCOOCH2CH3?

    • A doublet near 1.2 ppm (6H) and a septet near 4.0 ppm (1H)
    • A quartet near 4.1 ppm (2H) and a triplet near 1.3 ppm (3H)
    • A broad peak near 11 ppm (1H) and a singlet near 2.1 ppm (3H)
    • A singlet near 9.8 ppm (1H) and a triplet near 2.4 ppm (2H)
  15. What chemical shift range is typical for the OH proton of an alcohol?

    • Always 6.5-8 ppm, like an aromatic proton, because the OH group sits on a ring
    • Always 9-10 ppm, like an aldehyde proton, because the OH group is next to a carbonyl
    • Variable, often about 0.5-5 ppm, depending on concentration and solvent
    • Always 0 ppm, like the TMS reference, because the OH proton is shielded by oxygen
  16. What splitting pattern is seen for the CH2 group in bromoethane, CH3CH2Br?

    • A quartet, since three equivalent CH3 protons are adjacent
    • A septet, since six protons are adjacent to the CH2 group in the molecule
    • A singlet, since no protons are adjacent to the CH2 group and so no splitting occurs
    • A triplet, since two CH3 protons are adjacent to the CH2 group in the molecule
  17. A 1H NMR spectrum shows only one peak. What does this indicate?

    • The compound contains only OH groups
    • The compound has no hydrogen atoms
    • All hydrogen atoms are in the same chemical environment
    • The spectrum was run without an internal standard
  18. What is the typical 1H chemical shift of alkyl C-H protons away from functional groups?

    • 0.8-1.5 ppm
    • 6.5-8.0 ppm
    • 9.5-10.5 ppm
    • 4.5-6.5 ppm
  19. Why does propanone show a single 1H peak at about 2.1 ppm for its six protons?

    • The C=O group absorbs all the protons into one signal
    • The spectrum was recorded in the dark
    • Propanone has no hydrogen atoms that can be seen by NMR
    • The two CH3 groups are equivalent and in the same environment
  20. What is the main cause of a 1H NMR peak appearing as a singlet?

    • The use of a deuterated solvent
    • The presence of a double bond in the molecule
    • No non-equivalent protons on the adjacent carbon atoms
    • Equal numbers of protons on every carbon in the molecule

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