$\require{mediawiki-texvc}$
  • 검색어에 아래의 연산자를 사용하시면 더 정확한 검색결과를 얻을 수 있습니다.
  • 검색연산자
검색연산자 기능 검색시 예
() 우선순위가 가장 높은 연산자 예1) (나노 (기계 | machine))
공백 두 개의 검색어(식)을 모두 포함하고 있는 문서 검색 예1) (나노 기계)
예2) 나노 장영실
| 두 개의 검색어(식) 중 하나 이상 포함하고 있는 문서 검색 예1) (줄기세포 | 면역)
예2) 줄기세포 | 장영실
! NOT 이후에 있는 검색어가 포함된 문서는 제외 예1) (황금 !백금)
예2) !image
* 검색어의 *란에 0개 이상의 임의의 문자가 포함된 문서 검색 예) semi*
"" 따옴표 내의 구문과 완전히 일치하는 문서만 검색 예) "Transform and Quantization"
쳇봇 이모티콘
안녕하세요!
ScienceON 챗봇입니다.
궁금한 것은 저에게 물어봐주세요.

논문 상세정보

N-Oxidation of Pyrazines by Bromamine-B in Perchloric Acid Medium: Kinetic and Mechanistic Approach

Bulletin of the Korean Chemical Society v.30 no.9 , 2009년, pp.1939 - 1945  
Abstract

Kinetic investigations on the oxidation of pyrazine and four 2-substituted pyrazines viz., 2-methylpyrazine, 2-ethylpyrazine, 2-methoxypyrazine and 2-aminopyrazine by bromamine-B (BAB) to the respective N-oxides have been studied in HCl$O_4$ medium at 303 K. The reactions show identical kinetics being first-order each in $[BAB]_o\;and\;[pyrazine]_o$, and a fractional- order dependence on $[H^+]$. Effect of ionic strength of the medium and addition of benzenesulfonamide or halide ions showed no significant effect on the reaction rate. The dielectric effect is positive. The solvent isotope effect was studied using $D_2$O. The reaction has been studied at different temperatures and activation parameters for the composite reaction have been evaluated from the Arrhenius plots. The reaction showed 1:1 stoichiometry and the oxidation products of pyrazines were characterized as their respective N-oxides. Under comparable experimental conditions, the oxidation rate of pyrazines increased in the order: 2-aminopyrazine > 2-methoxypyrazine > 2-ethylpyrazine > 2-methylpyrazine > pyrazine. The rates correlate with the Hammett $\sigma$ relationship and the reaction constant $\rho$ was found to be -0.8, indicating that electron donating centres enhance the rate of reaction. An isokinetic temperature of $\beta$ = 333 K, indicated that the reaction was enthalpy controlled. A mechanism consistent with the experimental results has been proposed in which the rate determining step is the formation of an intermediate complex between the substrate and the diprotonated species of the oxidant. The related rate law in consistent with observed results has been deduced.

참고문헌 (46)

  1. Campbell, M. M.; Johnson, G. Chem. Rev. 1978, 78, 65 
  2. Murthy, A. R. V.; Rao, B. S. Proc Indian Acad. Sci. 1952, 35, 69 
  3. Banerji, K. K.; Jayaram, B.; Mahadevappa, D. S. J. Sci. Ind. Res. 1987, 46, 65 
  4. Brenner, D. H. In. Synth. Reagents 1985, 6, 9 
  5. Gowda, B. T.; Mahadevappa, D. S. J. Chem. Soc. Perkin Trans. II 1983, 323 
  6. Geethanjali, A. Synlett. 2005, 18, 2857 
  7. Kolvari, E.; Ghorbani-Choghamarani, A.; Salehi, P.; Shirini, F.; Zolfigol, M. A. J. Iran. Chem. Soc. 2007, 4, 126 
  8. Puttaswamy.; Mahadevappa, D. S.; Rangappa, K. S. Bull. Chem. Soc. Japan 1989, 62, 3343 
  9. Ananda, S.; Jagadeesha, M. B.; Puttaswamy.; Venkatesha, B. M.; Vinod, T. K.; Gowda, N. M. M. Int. J. Chem. Kinet. 2000, 32, 776 
  10. Shashikala, V.; Rangappa, K. S. J. Carbohyd. Chem. 2002, 21, 219 
  11. Puttaswamy.; Jagadeesh, R. V. Appl. Catal. A: Gen. 2005, 292, 259 
  12. Meenakshisundaram, SP.; Markkandan, R. Indian J. Chem. 2005, 44A, 71 
  13. Usha, K. M.; Gowda, B. T. J. Che. Sci. 2006, 118, 351 
  14. Vasudha, A. M. Structureal Aspects of Pseudoaromatic Compounds; University of Poona: Poona, 1966; p 10 
  15. Andrew, J. T.; Mottaram, D. S. Flavor Science: Recent Developments; Woodhead Publishing: Great Britain, 1996; p 202 
  16. Fennema, O. R. Food Chemistry; Marcel Dekker: The Ohio State Univer., Colombus, Ohio, 1996; p 741 
  17. Brown, D. J. The Pyrazines; John-Wiley Interscience: New-York, 2002; p 77 
  18. Borg-Karlson, A. K.; Tengo, J. J. Chem. Ecology 1980, 6, 827 
  19. Joule, J. A.; Mills, K. Heterocyclic Chemistry; Wiley-Blackwell: New-York, 2002; p 194 
  20. Craig, E. M.; Garth Pews, R. J. Org. Chem. 1977, 42, 1869 
  21. Nobuhiro, S. J. Org. Chem. 1978, 43, 3367 
  22. Seizaburo, O.; Akira, K.; Tsuneo, K.; Fumihiko, U. Chem. Pharm. Bull. 1971, 19, 1344 
  23. Elina, A. S.; Musatova, I. S.; Syrova, G. P. Khim. Getero. Soed. 1968, 4, 725 
  24. Klein, B.; Berkowitz, J. J. Am. Chem. Soc. 1959, 81, 5160 
  25. Langmuir, V. K.; Laderoute, K. R.; Mendonca, H. L.; Sutherland, R. M.; Hei, T. K.; Liu, S. X.; Hall, E. J.; Naylor, M. A.; Adams, G. E. Int. J. Radiat. Oncol. Biol. Phys. 1996, 34, 79 
  26. Hei, T. K.; Liu, S. X.; Hall, E. J. Br. J. Cancer. Suppl. 1996, 7, 57 
  27. Ahmed, M. S.; Mahadevappa, D. S. Talanta 1980, 27, 669 
  28. Morris, J. C.; Salazar, J. A.; Wineman, M. A. J. Am. Chem. Soc. 1948, 70, 2036 
  29. Puttaswamy.; Nirmala Vaz. Transition Met. Chem. 2003, 28, 409 
  30. Akerloff, G. J. Am. Chem. Soc. 1932, 54, 4125 
  31. Bishop, E.; Jennings, V. J. Talanta 1959, 1, 197 
  32. Hardy, F. F.; Johnston, J. P. J. Chem. Soc. Perkin Trans II 1973, 742 
  33. Pryde, B. G.; Soper, F. G. J. Chem. Soc. 1962, 1582 
  34. Narayanan, S. S.; Rao, V. R. S. Radio Chim. Acta 1983, 32, 211 
  35. Subhashini, M.; Subramanian, M.; Rao, V. R. S. Talanta 1985, 32, 1082 
  36. Collins, C. J.; Bowman, N. S. Isotope Effects in Chemical Reactions; Van Nostrand Reinhold, New York, 1970; p 1267 
  37. Kohen, A.; Limbach, H. H. Isptope Effects in Chemistry and Biology; CRC Press: Florida, 2006; p 827 
  38. Moelwyn-Hughes, E. A. The Kinetics of Reaction in Solutions; Clarender Press: Oxford, 1947; p 374 
  39. Benson, S. W. The Foundations of Chemical Kinetics; McGraw-Hill: New York, 1960; p 19 
  40. Frost, A. A.; Pearson, R. G. Kinetics and Mechanism; Wiley: New York, 1961; p 135 
  41. Laidler, K. J. Chemical Kinetics; Tata Mc Graw-Hill: New Delhi, 1995; p 211 
  42. Amis, E. S. Solvent Effects on Reaction Rates and Mechanisms; Academic Press: New York, 1966; p 1672 
  43. Gilliom, R. D. Introduction to Physical Organic Chemistry; Addison- Wesley: London, 1970; p 144 
  44. Hammett, L. P. J. Am. Chem. Soc. 1937, 59, 96 
  45. Exner, O. Coll. Czech. Chem. Commun. 1964, 29, 1094 
  46. Exner, O. Pro. Phy. Org. Chem. 1973, 10, 411 

이 논문을 인용한 문헌 (0)

  1. 이 논문을 인용한 문헌 없음

원문보기

원문 PDF 다운로드

  • ScienceON :
  • KCI :

원문 URL 링크

원문 PDF 파일 및 링크정보가 존재하지 않을 경우 KISTI DDS 시스템에서 제공하는 원문복사서비스를 사용할 수 있습니다. (원문복사서비스 안내 바로 가기)

상세조회 0건 원문조회 0건

DOI 인용 스타일