2019 - Q4
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The diagram shows the mass spectrum of an organic compound.
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Which compound was analysed?
A. Butan-1-amine
B. Butanoic acid
C. Ethanoic acid
D. Iron(II) sulfide
2019 - Q14
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A molecule, C4H9Cl, is analysed. The 1H (proton) NMR spectrum of this molecule is shown.
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What is the structural formula of this molecule?
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2019 - Q26 (8 marks)
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The following data were obtained for an organic compound containing carbon, hydrogen and oxygen. The compound is a colourless liquid that reacts with sodium carbonate powder to produce bubbles.
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(a) What is the structural formula of this compound? Justify your answer with reference to the information given on its reactivity and to at least THREE of the provided spectra. (5 marks)
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(b) Explain why a chemist should use more than one spectroscopic technique to identify an organic compound. Use TWO spectroscopic techniques to support your answer. (3 marks)
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2020 - Q21 (2 marks)
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The mass spectrum of an alkane is shown.
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Use the information provided to identify the alkane and justify your choice.
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2020 - Q1
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What is the function of the magnetic field in a mass spectrometer?
A. It detects the mass of the particles.
B. It deflects the stream of charged particles.
C. It excites electrons to higher energy levels.
D. It produces a stream of electrons that bombards the sample.
2020 - Q4
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Which pair of compounds would be difficult to distinguish using infrared spectroscopy?
A. Butane and propane
B. Ethane and propan-1-ol
C. Propanol and propanoic acid
D. Methanamine and propanone
2020 - Q5
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A 13C NMR spectrum is shown.
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Which compound gives rise to this spectrum?
A. chloroethane
B. 1-chloropropane
C. 1,2-dichloroethane
D. 1,2-dichloropropane
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2020 - Q15
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The structure of chloroacetamide is shown.
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The common isotopes of chlorine are Chlorine - 35 and Chlorine - 37.
The mass spectrum of chloroacetamide contains a peak at m /z = 51.
What is the most likely source of this peak?
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2020 - Q30 (7 marks)
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A chemist discovered a bottle simply labelled ‘C5H10O2’.
To confirm the molecular structure of the contents of the bottle, a sample was submitted for analysis by infrared spectroscopy and 1H and 13C NMR spectroscopy. The resulting spectra are shown.
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In the space provided, draw a structural formula for the unknown compound that is consistent with all of the information provided. Justify your answer with reference to the information provided.
2021 - Q29 (7 marks)
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A chemist obtained spectral data of pentane-1,5-diamine (C5H14N2).
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2021 - Q12
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The mass spectrum and carbon-13 NMR for an organic compound are shown.
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Relate the highlighted features of the spectra to the structure of pentane-1,5-diamine.
2021 - Q18
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The table lists the information from a proton NMR spectrum.
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Which compound could have produced this spectrum?
A. 1,2,2-trichlorobutane
B. 1,3-dichloro-2-methylpropane
C. 2-chloro-2-methylbutane
D. 2,2-dichlorobutane
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2022 - Q12
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2022 - Q27 (7 marks)
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A bottle labelled ‘propanol’ contains one of two isomers of propanol.
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(a) refer to 7.1 Nomenclature
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(b) Describe how 13C NMR spectroscopy might be used to identify which isomer is in the bottle. (2 marks)
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(c) refer to 7.4 Alcohols
2022 - Q30 (7 marks)
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The following spectra were obtained for an unknown organic compound.
In the space provided, draw and name the unknown compound that is consistent with all the information provided. Justify your answer with reference to the information provided.