Abstract
Thermal decomposition of either exo- or endo-2-norbornylsulfinatomercuric chloride ( exo-A or endo-A) in DMF at 100°C yields only exo-2-norbornylmercuric chloride. Under similar conditions, erythro-3,3-dimethylbutyl-1-sulfinatomercuric chloride-1,2- d 2 yields a 1 1 mixture of erythro- and threo-3,3-dimethylbutyl-1-mercuric chloride-1,2- d 2. endo-2-Norbornylmercuric chloride is not epimirized under the reaction conditions, and endo-A is recovered from partial decompositions without detectable epimerization. These results suggest that the product-forming step proceeds via a stereochemically labile intermediate. Although several qualitative experiments provide evidence against a free radical chain mechanism, the detailed pathway of the reaction has not been established.
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Schedule a callDisclaimer: All third-party content on this website/platform is and will remain the property of their respective owners and is provided on "as is" basis without any warranties, express or implied. Use of third-party content does not indicate any affiliation, sponsorship with or endorsement by them. Any references to third-party content is to identify the corresponding services and shall be considered fair use under The CopyrightLaw.
