This question is about NMR spectroscopy - AQA - A-Level Chemistry - Question 7 - 2020 - Paper 2
Question 7
This question is about NMR spectroscopy.
1. A compound is usually mixed with Si(CH₃)₄ and either CCl₄ or CDCl₃ before recording the compound's 1H NMR spectrum:
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Worked Solution & Example Answer:This question is about NMR spectroscopy - AQA - A-Level Chemistry - Question 7 - 2020 - Paper 2
Step 1
State why Si(CH₃)₄, CCl₄ and CDCl₃ are used in 1H NMR spectroscopy:
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Answer
Si(CH₃)₄, CCl₄, and CDCl₃ are used in 1H NMR spectroscopy due to their non-polar nature and lack of proton signals.
Si(CH₃)₄ acts as a reference compound with known chemical shifts and provides a standard for chemical shift measurements.
CCl₄ and CDCl₃ are good solvents for organic compounds, ensuring that the samples remain in solution and do not interfere with the NMR signals.
Additionally, they do not produce signals in the 1H NMR spectrum, allowing for clearer observation of the sample's protons.
Step 2
Deduce the splitting pattern for each of the peaks given by the H atoms labelled x, y and z in the 1H NMR spectrum:
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Answer
For the H atoms in the compound:
x: doublet (due to coupling with adjacent protons)
y: quartet (due to coupling with three adjacent protons)
z: singlet (no adjacent protons causing splitting)
Step 3
Suggest why it is difficult to use Table B in the Data Booklet to predict the chemical shift (δ value) for the peak given by the H atom labelled y:
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Answer
It is difficult to use Table B to predict the chemical shift for peak y because the local environment around the hydrogen atom affects its chemical shift significantly.
Factors such as electronegative atoms nearby, hybridization, and steric hindrance can alter the expected δ value beyond typical reference values provided in the data table.
Step 4
Deduce the structures of these two isomers:
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