Nitrosation of U.S. E.P.A. Classified Eleven Priority Pollutant Phenols

미환경청 분류 11종 상위 환경오염 페놀들의 나이트로소화

  • Chung, Yongsoon (Department of Chemistry, Chungbuk National University) ;
  • Lee, Seonghoon (Department of Chemistry, Chungbuk National University) ;
  • Motomizu, Shoji (Department of Chemistry, Faculty of Science, Okayama University)
  • Received : 2004.07.10
  • Accepted : 2004.08.21
  • Published : 2004.10.25

Abstract

Nitrosation of phenol (POH) was studied by adding hydrochloric acid and sodium nitrite to phenol solution with reaction temperature and time change. The optimum condition of nitrosation was found from the effects of hydrochloric acid and sodium nitrite concentration, reaction temperature, and reaction time changes on the production of nitrosophenol (POHNO). As a result, it was found that the optimum conditions were $5.0{\times}10^{-4}{\sim}2.0{\times}10^{-3}M$ range of $NO{_2}^-$ concentration, more than 0.10 M of HCl concentration, temperature of $80^{\circ}C$, and 3 hrs. of reaction time. In this condition, 10 U.S. E.P.A. classified priority environmental pollutant, phenols, were nitrosated. Nitrosated phenols were: POH, 2-Chlorophenol (2ClPOH), 2,4-diChlorophenol (2ClPOH), 2,4-dimethylphenol (24diMPOH), and 4-Chloro -3-methylphenol (4Cl3MPOH), and a small part of 2-nitrophenol (2NPOH). The ${\lambda}_{max}$ values of nitrosated phenols in acidic solution were around 300 nm, and those in basic solution were around 400 nm. Molar absorptivities (${\varepsilon}$) at the 400 nm of the nitrosated phenols in the basic solution were 1.5~2.0 times larger than those at 300 nm in acidic solution. It was also found by Capillary-HPLC chromatograms of the nitrosated phenol solutions that the production of the nitrosophenols were interfered by the excess concentration of nitrite (more than $3.0{\times}10^{-3}M$).

Keywords

nitrosation;nitrite;priority pollutant phenols;Capillary-HPLC

Acknowledgement

Supported by : 충북대학교

References

  1. U.S.E.P.A. 'Sampling and Analysis Procedures for Screening of Industrial Effluents for Priority Phenols', Environmental Monitoring and Support Laboratory, Cincinnatti, OH, 1977.
  2. Y. Chung, and K. Lee, Microchem. J., 69, 143-152(2001).
  3. E.F. Mohler, Jr. and L.N. Jacob, Anal. Chem. 29, 1369-1375(1957).
  4. W. Frenzel, and J. Oleksy-Frengel, Anal. Chim. Acta, 261, 253-259(1992).
  5. C. Zhao, J. Song, and J. Zhang, Anal. Bioanal. Chem., 374(3), 498-504(2002).
  6. D. Martine, E. Pocurull, R. M. Marcé, F. Borrull, and M. Callul, Chromatographia, 43, 619-624(1996).
  7. A.G. Huergen and R. Shuster, LC-GC Intl. 4, 40(1991).
  8. M. McEnerg, A. Tsn, J.D. Glennon, J. Aldenman, J. Patlenson, and S.C. O`Mathuna, Analyst, 125, 25-27(2000).
  9. A.H. Nielson, A.S. Alland, P.A. Hynning, and M. Rembergen, J. Chromatogr. A, 719, 105-116(1996).
  10. H.O. Friested, D.E. Ott, and F.A. Gumthen, Anal. Chem., 41, 1750-1754(1969).
  11. Y. Chung and W. Chung, Bull. Korean Chem. Soc., 24(12), 1781-1784(2003).
  12. P.A. Realini, J. Chromatogr. Sci., 13, 124(1961).