Chemical derivatization for electrospray ionization mass spectrometry. 2. Aromatic and highly conjugated molecules

Journal Article · Fri Jul 01 00:00:00 EDT 1994 · Analytical Chemistry (Washington); (United States)

DOI:https://doi.org/10.1021/ac00085a027· OSTI ID:6980732

Van Berkel, G J; Asano, K G ^[1]

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1. 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), Vol. 66:13; ISSN 0003-2700
• Country of Publication: United States
• Language: English

Related Subjects

37 INORGANIC
ORGANIC
PHYSICAL AND ANALYTICAL CHEMISTRY
AROMATICS
DERIVATIZATION
IONIZATION
MASS SPECTROSCOPY
FULLERENES
POLYCYCLIC AROMATIC HYDROCARBONS
ANTIMONY FLUORIDES
BENZOQUINONES
CARBOXYLIC ACIDS
ELECTRON TRANSFER
METHYLENE CHLORIDE
ORGANIC CHLORINE COMPOUNDS
ORGANIC FLUORINE COMPOUNDS
OXIDATION
ANTIMONY COMPOUNDS
CARBON
CHEMICAL REACTIONS
ELEMENTS
FLUORIDES
FLUORINE COMPOUNDS
HALIDES
HALOGEN COMPOUNDS
HYDROCARBONS
NONMETALS
ORGANIC ACIDS
ORGANIC COMPOUNDS
ORGANIC HALOGEN COMPOUNDS
ORGANIC OXYGEN COMPOUNDS
QUINONES
SPECTROSCOPY
400201* - Chemical &amp; Physicochemical Properties
400102 - Chemical &amp; Spectral Procedures