The Journal of Organic Chemistry

Novel trialkoxymethyl disulfides via nucleophilic addition to thionocarbonates: tris (2-fluoro-2, 2-dinitroethoxy) methyl trichloromethyl disulfide and related products

ME Sitzmann, WH Gilligan

Index: Sitzmann, Michael E.; Gilligan, William H. Journal of Organic Chemistry, 1983 , vol. 48, # 19 p. 3354 - 3356

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Citation Number: 3

Abstract

(4) clear. Although the formation of 3 would appear to result from direct nucleophilic attack of the tris (fluorodinitr0-eth0xy) methanethiolate ion on 2, this process should be quite difficult due to the massive steric repulsions involved in the transition state. The disulfide 3 is not formed from the thionocarbonate 1 and fluorodinitroethoxide in the absence of 2 (even though in one experiment additional oxygen was passed into the system to perhaps aid in ...