Phosphorus, Sulfur, and Silicon, 185:2333–2340, 2010
Copyright ꢀC Taylor & Francis Group, LLC
ISSN: 1042-6507 print / 1563-5325 online
DOI: 10.1080/10426501003620392
MONITORING THE PHOSPHORYLATION OF PHENOL
DERIVATIVES WITH DIETHYL CHLOROPHOSPHATE IN
LIQUID–LIQUID AND SOLID–LIQUID PHASE BY IN SITU
FOURIER TRANSFORM INFRARED SPECTROSCOPY,
PART II
Gyo¨rgy Keglevich,1 Re´ka Eszter Puska´s,1 Alajos Gru¨n,1,2
Istva´n Csontos,1 and Istva´n Greiner3
1Department of Organic Chemistry and Technology, Budapest University
of Technology and Economics, Budapest, Hungary
2Research Group of the Hungarian Academy of Sciences at the Department
of Organic Chemistry and Technology, Budapest University of Technology
and Economics, Budapest, Hungary
3Gedeon Richter Plc., Budapest, Hungary
The reaction of 4-chlorophenol and 4-nitrophenol with diethyl chlorophosphate carried out
in a liquid–liquid and solid–liquid two phase system, respectively, was monitored by in situ
Fourier transform IR spectroscopy.
Keywords Heterogeneous phase; in situ Fourier transform IR spectroscopy; monitoring;
phosphorylation; substituted phenols
INTRODUCTION
In situ Fourier transform (FT) IR spectroscopy is a simple and practical on-line
method to monitor a wide variety of organic chemical reactions,1–9 making optimization
of the conditions possible.1 Hence, in situ FT IR spectroscopy may be an important tool in
environmentally friendly (“green”) chemistry. In addition, intermediates can be observed,6,7
and equilibrium constants8 can be determined by utilizing this up-to-date technique that is
spreading in the chemical industry. Organophosphorus reactions may also be monitored by
the in situ FT IR method.1,9
The React IR 1000 spectrometer equipped with an attenuated total reflexion (ATR)
detector may be used in a wide temperature range (–80 to 250◦C) under pressure and also
for heterogeneous (solid–liquid and liquid–liquid) reactions.
This article presents new results obtained regarding the phosphorylation of phenol
derivatives. Newer model reactions were studied, and heterogeneous reactions of different
types were investigated.
Received 4 December 2009; accepted 11 January 2010.
The authors are grateful for the OTKA (K067679) support of this work.
Address correspondence to Gyo¨rgy Keglevich, Department of Organic Chemistry and Technology, Budapest
University of Technology and Economics, H-1521 Budapest, Hungary. E-mail: keglevich@mail.bme.hu
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