A study of the pH dependence of the two-step oximation of acetone by in situ Fourier transform infrared spectroscopy

G. Keglevich, István Csontos, Nikolett Szilágyi, István Greiner

Research output: Contribution to journalArticle

12 Citations (Scopus)

Abstract

In situ Fourier transform IR spectroscopy has been found to be an appropriate tool for the evaluation, monitoring and optimization of the pH dependent and two-step oximation of acetone in water. When carrying out the reaction at 5 °C, the intermediate formation of the acetone-hydroxylamine adduct (2) was observed at pH 8.5, while at pH 10, the oxime (3) was formed almost instantly. Identification of the intermediate (2) was promoted by the IR spectrum obtained by B3LYP/ 6-31++G(d,p)//PCM calculations. At pH ∼ 2.5, the protonated form of the oxime (3′) developed gradually, but the intermediate (2) could not be observed. The pH dependence of the stability of the intermediate (2) and the (3′ → 3) and (3 → 3′) interconversions were studied in separate experiments. An equilibrium was observed in the latter case.

Original languageEnglish
Pages (from-to)421-425
Number of pages5
JournalChemical Engineering and Technology
Volume31
Issue number3
DOIs
Publication statusPublished - Mar 2008

Fingerprint

Oximes
Acetone
acetone
FTIR spectroscopy
Fourier transform infrared spectroscopy
Hydroxylamine
Pulse code modulation
Fourier transform
Infrared spectroscopy
Fourier transforms
spectroscopy
Water
Monitoring
monitoring
experiment
Experiments
water
in situ
calculation
evaluation

Keywords

  • Fourier transform IR
  • Intermediate formation
  • Oximation

ASJC Scopus subject areas

  • Polymers and Plastics
  • Environmental Science(all)
  • Chemical Engineering (miscellaneous)

Cite this

A study of the pH dependence of the two-step oximation of acetone by in situ Fourier transform infrared spectroscopy. / Keglevich, G.; Csontos, István; Szilágyi, Nikolett; Greiner, István.

In: Chemical Engineering and Technology, Vol. 31, No. 3, 03.2008, p. 421-425.

Research output: Contribution to journalArticle

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