대한화학회지 (Journal of the Korean Chemical Society)

  • 제21권2호
  • /
  • Pages.139-148
  • /
  • 1977
  • /
  • 1017-2548(pISSN)
  • /
  • 2234-8530(eISSN)
대한화학회 (Korean Chemical Society)
권호 표지

Furfural 유도체 합성에 관한 연구 (제2보). 2-Furfural 및 5-치환 Furfural의 Oxime 생성반응

Synthesis of Furfural Derivatives (II). Oxime Formation of 2-Furfural and Some 5-Substituted Furfurals

  • 김용인 (홍익대학교 이공대학 화학공학과) ;
  • 손주환 (인하대학교 공과대학 화학공학과)
  • Yong In Kim (Department of Chemical Engineering, Hong Ik University) ;
  • Joo Hwan Sohn (Department of Chemical Engineering, Inha University)
  • 발행 : 1977.04.30
PDF 다운로드
⟨ 이전 논문 다음 논문 ⟩

초록

2-푸르푸랄과 5-알킬-2-푸르푸랄류 가운데 5-메틸-2-푸르푸랄, 5-이소프로필-2-푸르푸랄, 5-삼차부틸-2-푸르푸랄, 5-이소아밀-2-푸르푸랄, 그리고 5-니트로-2-푸르푸랄 등의 옥심 생성반응 속도 정수를 pH 7인 완충용액내 반응온도 15∼$45^{\circ}C$에서 구하였다. 이 반응은 2차반응이며 활성화 에너지는 각각 5.50, 7.22, 7.03, 7.49, 7.78 그리고 4.97 kcal/mole이다. 5-알킬-2-푸르푸랄류에 대하여는 Hammett식이 성립되고 반응온도 15, 25, 35, $45^{\circ}C$에서 반응정수는 각각 2.010, 1.756, 1.541, 1.311 등이 계산되었다.

The rate of oxime formation of 2-furfural and 5-substituted-2-furfurals such as 5-methyl-2-furfural, 5-isopropyl-2-furfural, 5-tert-butyl-2-furfural, 5-isoamyl-2-furfural and 5-nitro-2-furfural have been measured at 15∼$45^{\circ}C$ in aqueous solution buffered at pH 7. Oxime formation for all the compounds investigated is second-order reaction and their activation energies observed are 5.50, 7.22, 7.03, 7.49, 7.78 and 4.97 kcal/mole, respectively. Hammett equation is obtained for 5-alkyl-2-furfurals and the reaction constants (${\rho}$) calculated at 15, 25, 35 and $45^{\circ}C$ are 2.010, 1.756, 1.541, and 1.311 respectively.

키워드

참고문헌

  1. Ber. v.15 A. Janny
  2. Z. Physik. Chem. v.129 A. Olander
  3. J. Amer. Chem. Soc. v.66 G. H. Stemple;G. S. Schaffel
  4. J. Amer. Chem. Soc. v.78 F. W. Fitzpatrick;J. D. Gettler
  5. J. Amer. Chem. Soc. v.81 W. P. Jencks
  6. J. Pharm. Sci. v.59 T. J. Mikkelson;J. R. Robinson
  7. Anal. Chin. Acta v.70 W. A. De Olivera;Meites Lous
  8. Org. Synth. Coll. v.II I. J. Rinkes
  9. J. Amer. Chem. Soc. v.15 Hill;Jennings
  10. J. Amer. Chem. Soc. v.55 H. Gilman;N. O. Calloway
  11. J. Amer. Chem. Soc. v.57 H. Gilman;R. R. Burtner
  12. J. Amer. Chem. Soc. v.52 H. Gilman;G. F. Wright
  13. J. Amer. Chem. Soc. v.63 F. P. Price, Jr.;L. P. Hammett
  14. Anal. Chem. v.23 G. R. Lappin;L. C. Clark
  15. Theory of Rate Process Chem.4 S. Glasstone;K. J. Laidler;H. Eyring
  16. J. Chem. Soc. R. A. Fairclough;C. N. Hinsbelwood
  17. 日化 v.77 井木英二;大迂吉男;井上博夫
  18. 日化 v.80 井木英二;大迂吉男
  19. The chemistry of The Carbonyl Group P. Patai;R. L. Reeves
  20. J. Amer. Chem. Soc v.75 B. Gutbezahl;E. Grunwald
  21. J. Amer. Chem. Soc. v.74 H. Kloosterziel;H. J. Baker