Journal of the Korean Chemical Society (대한화학회지)

Korean Chemical Society (대한화학회)
권호 표지

The Preparation and Reactions of Some Fluorinated Cyclobutane Carboxylic Acids

  • J. D. Park (Department of Chemistry, University of Colorado) ;
  • F. E. Rogers (Department of Chemistry, University of Colorado Boulder)
  • Published : 1972.06.30
Download PDF
⟨ Previous Next ⟩

Abstract

Diethyl itaconate was found to react tetrafluoroethylene, trifluorochloroethylene, and 1,1-difluoro-2,2-dichloroethylene quite rendily at $180^{\circ}C$ to form 1-carboxy-2,2,3,3,-tetrahalo-cyclobutane ethanoic acid derivatives ${C{\underline{X_2-CF_2-CH_2-}}C-(COOEt)-CH_2COOEt$, where X is Cl or F). Diethylcitraconate failed to yeild any cycloaddition products. The Physical and Chemical properties of the above esters and their dericatives are characterized and compared with other similar ring compounds.

Keywords

References

  1. Contribation No. 2488 from the Gates and Crellin Laboratories Cyclobutane Derivatives from Thermal Cycloaddition Reactions J.D. Roberts;C. M. Sharts
  2. Ind. And Eng. Chem. v.39 J.D. Park;A. F. Benning;F.B. Downing;J. F. Laucius;R. C. McHarness
  3. J. Amer. Chem. Soc. v.71 D. D. Coffman;P. L. Barrick;R. D. Cramer;M. S. Raasch
  4. U.S. Patent 2,462,345 P. L. Barrick
  5. Ph. D. Thesis. University of colorado Tompkin, G. W.
  6. Free Radicals in Solution C. Walling
  7. J. Chem. Phys. v.20 J. Sheridan;W. Gordy
  8. J. Phys. Chem. v.61 J. R. Lacher;A. Kianpour;J. D. Park
  9. J. Org. Chem. v.25 J. D. Park;H. V. Holler;J. R. Lacher
  10. J. Amer. Chem. Soc. v.72 A. L. Barney;T. L. Cairnes
  11. J. Am. Chem. Soc. v.75 J. C. Roberts;G. B. Kline;H. E. Simmons
  12. J. Amer. Chem. Soc. v.77 E. J. Smutny;J. D. Roberts
  13. Ph. D. Thesis, University of Colorado F. J. Lorenzi
  14. Ph.D. Thesis, University of Colorado J. D. Groves
  15. J. Amer. Chem. Soc. v.69 A. L. Henne;R. P. Ruh
  16. Ph. D. Thesis, University of Colorado H. V. Holler
  17. Ann. v.569 M. Heintzeler
  18. Ann. v.446 F. G. Fischer;H. Wieland