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Electrospray Ionization Mass Spectrometric Observation of Oligomers in Paal-Knorr Synthesis of 2,5-Dimethyl-1-phenylpyrrole

  • 발행 : 2005.04.20

초록

Electrospray ionization mass spectrometry (ESI MS) was used, along with gas chromatography-mass spectrometry (GC-MS), to monitor Paal-Knorr synthesis of 2,5-dimethyl-1-phenylpyrrole by condensation of aniline with 2,5-hexanedione. In addition to 2,5-dimethyl-1-phenylpyrrole observed as a single spot by TLC, unexpected dimer size compounds were observed by GC-MS. Dimers and trimers were observed by ESI MS. ESI tandem mass spectrometry was used to select plausible structures for the dimer. ESI MS with or without liquid chromatographic separation is useful for observing oligomeric byproducts with low volatility produced in organic reactions.

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참고문헌

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피인용 문헌

  1. A Study of in vitro Scavenging Reactions of Acrylamide with Glutathione Using Electrospray Ionization Tandem Mass Spectrometry vol.26, pp.8, 2005, https://doi.org/10.5012/bkcs.2005.26.8.1235
  2. Current literature in mass spectrometry vol.41, pp.3, 2005, https://doi.org/10.1002/jms.950
  3. Benzoxazine Formation Mechanism Evaluation by Direct Observation of Reaction Intermediates vol.123, pp.38, 2005, https://doi.org/10.1021/acs.jpca.9b05065