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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 22, 1992 - Issue 10
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Original Articles

Preparation of Alkyl Ethynyl Sulfides and Alkyl E-2-Iodoethenyl Sulfides

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Pages 1473-1479 | Received 10 Jan 1992, Published online: 23 Sep 2006

References

  • Caracas, , Venezuela : Central University of . On leave from the School of Chemistry
  • Montanari , F. 1956 . Gazz. Chim. Ital , 86 : 735
  • Parham , W. E. and Stright , P. L. 1956 . J. Am. Chem. Soc. , 78 : 4783
  • Truce , W. E. , Hill , H. E. and Boudakian , M. M. 1956 . J. Am. Chem. Soc. , 78 : 2760
  • Arens , J. F. and Doornbos , T. 1956 . Rec. Trav. Chim. , 75 : 481
  • Dehmlow , E. V. and Lissel , M. 1981 . Tetrahedron , 37 : 1653
  • Lipshutz , B. H. and Ellsworth , E. L. 1990 . J. Am. Chem. Soc. , 112 : 7440
  • Babiak , K. A. , Behling , J. R. , Dygos , J. H. , Mclaughlin , K. T. , Ng , J. S. , Kalish , V. J. , Kramer , S. W. and Shone , R. L. 1990 . J. Am. Chem. Soc. , 112 : 7441
  • Bondi , A. J. 1964 . Phys. Chem. , 68 : 441
  • The distillation must be performed at <50°C to avoid loss of product by elimination of HCl
  • The receiving vessel should be cooled to -10°C
  • The chloroethyl thioether is stable for several months at -5°C
  • The receiving vessel should be cooled to -30°C
  • The ethynyl sulfide is stable for at least 8 months if stored at -20°C in the absence of oxygen

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