Mass spectrometry in organic analysisEdexcel A-Level Chemistry: Flashcards
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What happens to a molecule in the ionisation chamber of a mass spectrometer?
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- What happens to a molecule in the ionisation chamber of a mass spectrometer?
- It loses one electron to form a positive molecular ion, M → [M]⁺ + e⁻.
- What does m/z stand for?
- Mass-to-charge ratio of an ion; for a 1+ ion it equals its mass.
- How do you find Mr from a mass spectrum?
- Read the m/z value of the molecular ion peak, the peak at the highest m/z.
- Why do fragment peaks appear?
- The molecular ion breaks up into a positive fragment ion and an uncharged radical; only the ion is detected.
- What is the base peak?
- The tallest peak in the spectrum, the most abundant ion; it is often a fragment, not the molecular ion.
- Which ion gives a peak at m/z 15?
- [CH₃]⁺
- Which ion gives a peak at m/z 29?
- [C₂H₅]⁺ or [CHO]⁺
- Which ion gives a peak at m/z 43?
- [C₃H₇]⁺ or [CH₃CO]⁺
- What does a loss of 15 from the molecular ion indicate?
- Loss of a CH₃ group.
- Which fragment is typical of a primary alcohol such as propan-1-ol?
- [CH₂OH]⁺ at m/z 31.
- Which fragment is typical of propan-2-ol?
- [CH₃CHOH]⁺ at m/z 45.
- Why can mass spectrometry distinguish isomers?
- They have the same molecular ion but break at different bonds, giving different fragment peaks.
- Which fragments does propanone give?
- [CH₃CO]⁺ at m/z 43 and [CH₃]⁺ at m/z 15, with Mr 58.
Exam questions on Mass spectrometry in organic analysis
- A chemist analyses a liquid that contains carbon, hydrogen and oxygen only. In its mass spectrum the peak with the highest m/z value is at 58, and there are strong fragment peaks at m/z 43 and m/z 15. There are no strong peaks at m/z 29 or 57.Deduce the identity of the compound, explaining how the peaks at m/z 58, 43 and 15 support your answer.2 marks
- Pentan-2-one and pentan-3-one are structural isomers with molecular formula C₅H₁₀O. A student uses mass spectrometry to tell them apart.Explain how the mass spectra would allow the student to distinguish between the two isomers.2 marks
- A student is given an unknown liquid X. Elemental analysis shows that it contains 64.9% carbon, 13.5% hydrogen and 21.6% oxygen by mass. In its mass spectrum the peak with the highest m/z value is at 74 and there is a strong fragment peak at 59. X is not oxidised by warm acidified potassium dichromate(VI). X reacts with sodium metal to give hydrogen gas.Determine the empirical formula and the molecular formula of X.3 marks
Written by the Exaim team, led by Shaun Daswani (Head of Upper Secondary, Improve ME Institute; MSc Financial Mathematics, Imperial College London; BSc, UCL) and Jason Daswani (operational lead, Improve ME Institute; LSE).