Reaction Mechanism of NO2Determination by the TEA Method

Abstract

Abstract: The reaction of triethanolamine(TEA) with NO₂was investigated at room temperature. The reaction products were characterized by FABMS, NMR, FTIR, HPLC and UV spectra. It was found that triethanolamine nitrate and triethanolamine nitrite are the main products of the reaction. (HOC₂H₄)₃NH⁺was identified based on FABMS, ¹HNMR, and ¹³CNMR spectra. Meanwhile, NO₃^-and NO₂^-were also determined by FTIR, HPLC and UVspectra. The quantitative relationship between TEA and NO₂that infolved in the reaction was determined by experiments. It was found that when TEAwas reacted with NO₂in CHCl₃with the exclusion of water, a white precipitate formed immediately on addition of NO₂, this precipitate could solve easily in strong polarized solvents such as water. Triethanolamine nitrate was obtained through TEA reacted with HNO₃in CHCl₃at room temperature, moreover the comparison of its spectra and the ones of the products was made. Apossible reaction mechanism was proposed to explain the experimental results. Because N₂O₄molecule is electron deficient while TEA contains atoms which have one or more lone pairs of electrons available in s or p orbitals, a molecular addition compound might be the reactive intermediate, which can easily be hydrolyzed to give the final products. This reaction mechanism requires a stoichiometric factor of 0.5 for the conversion of gaseous NO₂to nitrite ion, which is in agreement with literature values.

Key words: Triethanolamine nitrate, Triethanolamine nitrite, Reaction mechanism, Molecular addition compound

CLC Number:

O643.11

TrendMD:

LI Mi, ZHANG Xin-Xiang, YING Li-Ming, ZHAO Xin-Sheng . Reaction Mechanism of NO₂Determination by the TEA Method[J]. Chem. J. Chinese Universities, 1999, 20(12): 1940.

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Reaction Mechanism of NO₂Determination by the TEA Method

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