The Reaction of Trimethylsilylamines and Trimethylstannylamines with Phenylisocyanate

Trimethylsilylamine 및 Trimethylstannylamine 과 Phenylisocyanate 와의 반응

  • Ghap Ju Kim (Department of Chemistry, Chung-Ang University) ;
  • Il Kyu Lee (Department of Chemistry, Chung-Ang University)
  • 김갑주 (중앙대학교 문리과대학 화학과) ;
  • 이일규 (중앙대학교 문리과대학 화학과)
  • Published : 1981.04.30

Abstract

Trimethyldiethylaminosilane, trimethylanilinosilane, trimethyldiethylaminostannane and trimethylanilinostannane were reacted with phenylisocyanate at various temepturares. All the reactions below $100^{circ}C$ gave only triphenylisocyanurate, but above $150^{circ}C$, diphenylcarbodiimide also was produced considerably. The reaction rate of anilinosilane was faster than that of aminosilane, but in the case of stannanes, the amino compound was more reactive.

Trimethyldiethylaminosilane, trimethylanilinosilane, trimethyldiethylaminostannane 및 trimethylanilinostannane 을 phenylisocyanate와 20, 50, 100 및 $150^{circ}C$에서 각각 3일간 반응시켰다. 모든 경우, $100^{circ}C$ 이하에서는 triphenylisocyanurate만이, $150^{circ}C$ 이상에서는 triphenylisocyanurate와 함께 diphenylcarbodiimide도 상당량 생성되었다. 그 반응속도는 silane의 경우는 anilino 화합물이 diethylamino 화합물보다 빨랐으나, stannane의 경우에는 anilino 화합물이 diethylamino화합물보다 오히려 늦었다

Keywords

References

  1. J. Chem. Soc. (C) K. Itoh;I. K. Lee;Y. Ishii
  2. J. Korean Chem. Soc. v.23 B. S. Seo;I. K. Lee
  3. J. Chem. Soc. (C) K. Itoh;K. Matsuzaki;Y. Ishii
  4. J. Chem. Soc. (A) E. W. Abel;I. H. Sabherwal
  5. 日化18年會講潢要旨集 A. G. Davies;Y. Ishii
  6. Chem. Ber. v.97 W. Fink
  7. J. Amer. Chem. Soc. v.86 J. F. Klebe;J. B. Bush, Jr.;J. E. Lyons
  8. Dokl. Akad. Nauk. SSSR v.158 D. Y. Zhinkin;M. M. Morgunova;K. K. Popkov;K. A. Anariznov
  9. J. Chem. Soc. A. J. Bloodworth;A. G. Davies
  10. 日化22年會(東京) no.17214 K. Itoh;S. Sakai;Y. Ishii
  11. Chem. Commum. K. Itoh;S. Sakai;Y. Ishii
  12. 工化 v.70 K. Itoh;Y. Ishii
  13. Angew Chem. v.77 H. Schmitbauer
  14. Advances in Inorganic and Radio-chemistry v.6 U. Wanaget
  15. J. Amer. Chem. Soc. v.88 E. W. Randall;J. J. Ellner;J. J. Zuckerman
  16. 151th ACS Meeting(Pittsburgh) 講潢要旨集 E. W. Randall;J. J. Ellner;J. J. Zuckerman
  17. Chem. Ber. v.97 J. Pump;E. G. Rochow
  18. J. Org. Chem. v.51 K. Itoh;S. Sakai;Y. Ishii
  19. Inorg. Syn. v.5 L. J. Schupp;C. A. Brown
  20. Pro. Chem. Soc. K.Jones;M. F. Lappert
  21. J. Amer. Chem. Soc. v.88 R. E. Bukles;L. A. McGrew
  22. The Infrared Spectra of Complex Molecules L. J. Bellamy