Journal of the American Chemical Society

The Formation of Difluoromethylene from Difluoromethyl Phenyl Sulfone and Sodium Methoxide1

J Hine, JJ Porter

Index: Hine,J.; Porter,J.J. Journal of the American Chemical Society, 1960 , vol. 82, p. 6178 - 6181

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Citation Number: 53

Abstract

Ilifluoroniethyl phenyl sulfone reacts with sodium methoxide ill methanol at a rate much faster than would be expected for the Ss2 mechanism. The suggestion that the reaction involves an a-elimination to give difluoromethylene is supported by the following evidence: Difluoromethyl phenyl sulfone is relatively inert to sodium thiophenoxide alone, but in the presence of sodium methoxide reacts with it rapidly to give difluoromethyl phenyl sulfide, ...