1. Formation of a bridged mercurinium ion intermediate betveen Hg 2+ and acetylene; 2. Addition of acetic acid to open t
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1. Formation of a bridged mercurinium ion intermediate betveen Hg 2+ and acetylene; 2. Addition of acetic acid to open t
1. Formation of a bridged mercurinium ion intermediate betveen Hg 2+ and acetylene; 2. Addition of acetic acid to open the three-membered ring; 3. Proton transfer to solvent to give an organomercury vinyl ester; 4. Addition of H+to the alkene to form a carbocation; 5. Expulsion of Hg2+ to form the alkene. Diagram the mechanism on a separate sheet of paper, and then draw the structure of the product(s) of step 4 . - You do not have to consider stereochemistry. - You do not have to explicitly draw H atoms. - Draw organic species only. - Do not include counter-ions, e.g., Na+,I−, in your answer.
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