HC=CH + CH3CO,H Acetylene Acetic Acid Acetylene reacts with acetic acid in the presence of H₂SO4 and HgSO4 to yield viny

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Hc Ch Ch3co H Acetylene Acetic Acid Acetylene Reacts With Acetic Acid In The Presence Of H So4 And Hgso4 To Yield Viny 1 (43.93 KiB) Viewed 34 times

HC=CH + CH3CO,H Acetylene Acetic Acid Acetylene reacts with acetic acid in the presence of H₂SO4 and HgSO4 to yield vinyl acetate, a monomer used in the production of poly(vinyl acetate). The reaction mechanism includes the following steps: H₂SO4 HgSO4 1. Formation of a bridged mercurinium ion intermediate between Hg2+ and acetylene; 2. Addition of acetic acid to open the three-membered ring: 3. Proton transfer to solvent to give an organomercury vinyl ester; B*** 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 2. ja H₂C-8-0-6=CH₂ c-d-o-g= Н Vinyl acetate • 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. ChemDoodle Sty <