Acetone chemical ionization studies. VII‐acetylation of some aromatic compounds

Vairamani, M.

doi:10.1002/oms.1210281222

Cited by 5 publications

(1 citation statement)

References 29 publications

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“…It was of interest to investigate the reaction mechanism and site of attachment in detail using furan CI‐MS/MS, owing to the ambiguity of the adduct ion attachment being on the substituent or ring of aromatic compounds as in earlier reports 30–32. Extensive work carried out by Cooks and co‐workers30, 31 with regard to alkylation of phenol and aniline indicated that ring alkylation is more favorable in the case of phenol and substituent alkylation predominates in the case of aniline, whereas Vairamani reported that the acetylation of phenol and aniline mostly occurs at the substituents 32…”

Section: Resultsmentioning

confidence: 97%

Selective adduct formation by furan chemical ionization reagent in gas chromatography ion trap mass spectrometry

et al. 2003

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The analytical potential of furan as a chemical ionization (CI) reagent was evaluated for selectivity with nine monosubstituted naphthalene compounds. The ion-molecule reactions of furan and tetrahydrofuran (THF) were compared with those of methane, methanol and acetonitrile (prominently producing [M + H](+) ion base peaks) with naphthalene compounds in chemical ionization mass spectrometry (CI-MS). Reactions with furan predominantly show M(+) and [M + 39](+) ions. Based on this phenomenon, investigations were carried out for some of the molecular factors such as proton affinity, substituent effects and the preferred site of [C(3)H(3)](+) ion attachment that influence reactivity in furan CI. High selectivity with different substituents is observed in the formation of [M + 39](+) adduct ion, suggesting its usefulness as selective ionization reagent liquid. The selectivity and sensitivity are illustrated in the analysis of mixture of amino acids. Furthermore, the structure determination and reaction mechanism study is characterized by collision-activated dissociation experiments in CI-MS/MS and CI-MS/MS/MS.

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Section: Resultsmentioning

confidence: 97%

Selective adduct formation by furan chemical ionization reagent in gas chromatography ion trap mass spectrometry

et al. 2003

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Acetone chemical ionization mass spectrometry

Prabhakar¹,

Vairamani²

1997

Mass Spectrom. Rev.

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Mass Spectra of Double‐Bonded Groups

Gäumann

2009

Patai's Chemistry of Functional Groups

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An Introduction, to Warm Up The Localization of the C  C Double Bond: an Analytical Problem Ethylene: An Old Faithful The Pentene Story Heptene: The Other Story Alkenes: To Fill Some Gaps Acetone, Seemingly Simple Other Ketones: The More it Changes, the More It Is the Same Diels–Alder and Retro‐Diels–Alder Reactions Acknowledgments

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Acetone chemical ionization studies. VII‐acetylation of some aromatic compounds

Cited by 5 publications

References 29 publications

Selective adduct formation by furan chemical ionization reagent in gas chromatography ion trap mass spectrometry

Selective adduct formation by furan chemical ionization reagent in gas chromatography ion trap mass spectrometry

Acetone chemical ionization mass spectrometry

Mass Spectra of Double‐Bonded Groups

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