Chemical derivatization for electrospray ionization mass spectrometry. 2. Aromatic and highly conjugated molecules
- Oak Ridge National Lab., TN (United States)
In this paper, neutral polycyclic aromatic hydrocarbons (PAHs), a heteroaromatic, a substituted aromatic, and the highly conjugated molecule buckminsterfullerene (C[sub 60]) are ionized (i.e., derivatized) in solution via reaction with the chemical electron-transfer reagents trifluoroacetic acid (TFA), 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ), or antimony pentafluoride and then detected in the gas phase as their respective radical cations by ES-MS. The nature of these electron-transfer reactions dictates selectivity for analytes of this type, i.e., analytes that are easy to oxidize. The oxidizing strength of the chemical electron-transfer reagents determines the degree of ionization/detection selectivity. Weak oxidants provide selectivity for the easiest to oxidize compounds while stronger oxidants provide for greater detectability (i.e., greater ionization efficiency) and more universal detection among analytes that undergo these reactions. For the ionization of a suite of PAHs, the relative oxidizing strength of the solvent/oxidant systems investigated was methylene chloride/0.1% TFA (v/v) < methylene chloride/0.1% TFA/DDQ (v/v/60 [mu]M) < methylene chloride/0.1% TFA/0.5% antimony pentafluoride (v/v/v). 51 refs., 3 figs.
- DOE Contract Number:
- AC05-84OR21400
- OSTI ID:
- 6980732
- Journal Information:
- Analytical Chemistry (Washington); (United States), Journal Name: Analytical Chemistry (Washington); (United States) Vol. 66:13; ISSN 0003-2700; ISSN ANCHAM
- Country of Publication:
- United States
- Language:
- English
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Related Subjects
400102 -- Chemical & Spectral Procedures
400201* -- Chemical & Physicochemical Properties
ANTIMONY COMPOUNDS
ANTIMONY FLUORIDES
AROMATICS
BENZOQUINONES
CARBON
CARBOXYLIC ACIDS
CHEMICAL REACTIONS
DERIVATIZATION
ELECTRON TRANSFER
ELEMENTS
FLUORIDES
FLUORINE COMPOUNDS
FULLERENES
HALIDES
HALOGEN COMPOUNDS
HYDROCARBONS
IONIZATION
MASS SPECTROSCOPY
METHYLENE CHLORIDE
NONMETALS
ORGANIC ACIDS
ORGANIC CHLORINE COMPOUNDS
ORGANIC COMPOUNDS
ORGANIC FLUORINE COMPOUNDS
ORGANIC HALOGEN COMPOUNDS
ORGANIC OXYGEN COMPOUNDS
OXIDATION
POLYCYCLIC AROMATIC HYDROCARBONS
QUINONES
SPECTROSCOPY