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Nuclear Magnetic Resonance Spectroscopy (AQA A Level Chemistry)

Exam Questions

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Nuclear Magnetic Resonance Spectroscopy

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Nuclear Magnetic Resonance Spectroscopy

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11 mark

The IUPAC name of mellitene, C6(CH3)6, is 1,2,3,4,5,6-hexamethylbenzene.

What splitting pattern will be seen on the 1H NMR spectrum for mellitene?

  • Singlet 

  • Doublet

  • Triplet

  • Quartet

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21 mark

N-phenylethanamide, shown below, was used as a painkiller until the discovery of paracetamol.

7-10-e-q2-aqa-al-chemistry

 How many 13C peaks are in the spectrum of N-phenylethanamide?

  • 5

  • 6

  • 7

  • 8

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31 mark

Which of the following chemicals has a singlet peak in its 1H NMR spectrum?

  • 7-10-e-q3-a-aqa-al-chemistry
  • 7-10-e-q3-b-aqa-al-chemistry
  • 7-10-e-q3-c-aqa-al-chemistry
  • 7-10-e-q3-d-aqa-al-chemistry

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41 mark

The structure of 2-chloropropane is shown below.

7-10-e-q4-aqa-al-chemistry

Which description of the peaks in the 1H NMR spectrum of 2-chloropropane is correct?

  • 1 peak with a relative intensity of 6

  • 2 peaks with relative intensities of 3 : 4

  • 3 peaks with relative intensities of 3 : 1 : 3

  • 2 peaks with relative intensities 6 : 1

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51 mark

How many peaks will be shown in the low resolution 1H NMR spectrum of propanal? 

7-10-e-q5-aqa-al-chemistry

  • 2

  • 3

  • 4

  • 6

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11 mark

How many peaks are there in the 13C NMR spectrum of 1,3-dimethylbenzene?

  • 3

  • 4

  • 5

  • 8

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21 mark

Which one of the following has the fewest peaks in its 1H NMR spectrum?

  • Pentan-3-one

  • 2-bromobutane

  • N-ethylethanamide

  • Ethyl ethanoate

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31 mark

How many peaks does benzopyran have in its 13C NMR spectrum?

7-10-m-q3-aqa-al-chemistry

  • 5

  • 6

  • 8

  • 9

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41 mark

Which one of the following has a doublet peak in its 1H NMR spectrum?

  • Pentan-3-one

  • 2-bromobutane

  • N-ethylethanamide

  • Ethyl ethanoate

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51 mark

Which row correctly describes the splitting pattern observed on the 1H NMR spectrum for each labelled hydrogen?

7-10-m-q5-aqa-al-chemistry

A

One doublet and four triplets

B

One triplet, one quartet and one singlet

C

One triplet, one doublet and three singlets

D

One triplet, one quartet and three singlets

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    11 mark

    How many signals would be found in the 1H NMR spectrum of pentan-3-ol and what would be the ratio of the peak areas?

     

     

    Signals

    Ratio of peak areas

    A

    4

    6 : 4 : 1 : 1

    B

    6

    3 : 3 : 2 : 2 : 1 : 1

    C

    4

    3 : 2 : 1 : 1

    D

    4

    5 : 5 : 1 : 1

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      21 mark

      Which compound could the following 1H NMR spectrum belong to?

      7-10-h-q2-aqa-al-chemistry
      7-10-h-q2abcd-aqa-al-chemistry

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        31 mark

        Penguinone is a cyclic ketone with a cute resemblance to a penguin:

        7-10-h-q3-aqa-al-chemistry

         

        Which row shows the correct number of peaks, peak area ratios and splitting patterns in the 1H NMR spectrum of penguinone? (s= singlet, t= triplet, q= quartet, m= multiplet)

         

        Peaks

        Peak Area Ratios

        Splitting patterns

        A

        4

        3 : 3 : 3 : 3

        t, t, q, q

        B

        2

        6 : 6

        s, s

        C

        3

        3 : 6 : 3

        m, q, m

        D

        3

        3 : 3 : 1

        s, s, s

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          41 mark

          Which molecule gives the same number of peaks in its 1H and 13C NMR spectrum?

           

           

          propanal

          pentan-3-one

          1,2-dimethylbenzene

          A

          ✓

          ✓

          ✓

          B

          ✓

          ✓

          x

          C

          x

          ✓

          ✓

          D

          ✓

          x

          x

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            51 mark

            The monomer used to make perspex is methyl methacrylate.

             

            7-10-h-q51-aqa-al-chemistry

            The 13C NMR spectrum of methyl methacrylate is show below

             

            7-10-h-q52-aqa-al-chemistry

             

            What is the correct identity of the carbon labelled in peak 3? (You need to use a table of 13C chemical shift values to answer this question).

            • -C-CH3

            • -COOCH3

            • -O-CH3

            • =C-CH3

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