Mass Spectrometry
Introduction to Mass Spectrometry
Purpose:
Provides high selectivity and specificity.
Combines retention time with mass for identification.
Information on unknown compounds is accessible.
Key Features:
Determines molecular weight (m/z ratio).
Provides fragmentation patterns for structural information.
Offers data other spectroscopic methods cannot.
Units:
Molecular weight measured in Daltons (Da).
Concentration Required:
Very low: 10⁻⁹ to 10⁻¹⁵ mol/mL.
Five Main Components of a Mass Spectrometer:
Sample introduction
Ion formation
Ion separation (by m/z)
Ion detection
Data recording and processing
3.2 Electron Ionisation (EI)
Technique:
Ideal for small (<700 Da), non-polar molecules.
Vaporisation followed by electron bombardment (70 eV).
Ionisation Process:
Loss of one electron → radical cation (M⁺•).
Fragmentation:
Absorbed energy causes molecular fragmentation.
Drawbacks:
Molecular ion sometimes absent.
Limited to low MW, thermally stable molecules.
3.3 Chemical Ionisation (CI)
Technique:
Softer method, suitable for small, more polar molecules.
Ionisation via reaction with a reagent gas (e.g., methane, ammonia).
Ionisation Products:
Formation of [M+H]⁺ ions, fewer fragments.
Advantages:
Good for molecular weight determination.
Good for quantitation (clearer spectra).
Disadvantages:
Possible confusion over adducts ([M+H]⁺, [M+CH₅]⁺, etc.).
Limited to similar sample types as EI.
3.4 Interpretation of Mass Spectra
Strategy:
Identify the molecular ion (M⁺•).
Rationalise fragment ions.
Nitrogen Rule:
Odd m/z → odd number of nitrogen atoms.
Even m/z → even number or zero nitrogen atoms.
Isotope Patterns:
Look for patterns from elements like Cl, Br.
Reasonable Losses:
E.g., CH₃ (15 Da), H₂O (18 Da).
Avoid irrational losses (e.g., 3–14 Da).
3.5 Isotopes in Mass Spectrometry
Common Isotopes Observed:
C, Cl, Br, S, Si.
Characteristic Patterns:
Intensity patterns indicate presence of elements.
No higher isotopes: H, F, P, I.
Key Isotopic Gaps:
1 Da gap: C, N.
2 Da gap: O, Si, S, Cl, Br.
3.6 Carbon Isotopes
Carbon Ratio:
¹²C:¹³C = 100:1.1.
Determining Carbon Count:
Normalise M⁺• to 100%.
Calculate [M+1]⁺ relative intensity.
Divide by 1.1 to estimate number of carbons.
3.7 Isotope Ratio Mass Spectrometry
Application:
Detects synthetic steroid doping.
Principle:
Natural vs synthetic steroids differ in ¹³C/¹²C ratios.
3.8 Chlorine Isotopes
Chlorine Ratio:
³⁵Cl:³⁷Cl = 3:1.
Isotope Pattern:
Molecules with chlorine → two peaks, 2 Da apart, 3:1 intensity.
More Cl atoms → complex series (grid method for calculations).
3.9 Characteristic Ions
Typical Ions:
Amines → m/z 30, 44, 58.
Benzoyl compounds → m/z 51, 77, 105.
Benzyl compounds → m/z 91 (Tropylium ion).
3.10 Fragmentation Mechanisms
Common Processes:
α-Cleavage
β-Cleavage
McLafferty Rearrangement
Decarbonylation
Fragmentation:
Only charged fragments detected, not radicals.
3.11 General Hints for Spectrum Interpretation
General Advice:
Identify M⁺• carefully.
Consider the Nitrogen Rule.
Inspect isotope patterns and high-mass fragments.
Avoid overinterpreting low m/z fragments.
Sequential losses are rare – direct losses are more likely.