Acetylene reacts with acetic acid in the presence of H2SO4 and HgSO4 to yield vi

Question

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: Formation of a bridged mercurinium ion intermediate between Hg2+ and acetylene; Addition of acetic acid to open the three-membered ring; Proton transfer to solvent to give an organomercury vinyl ester; Addition of H+ to the alkene to form a carbocation; Expulsion of Hg2+ to form the alkene. Diagram the mechanism on a separate sheet of paper, and then draw the structure of the product of step 1. Use the (+) and (-) tools as necessary to adjust charges. Include counterions. Do not consider stereochemistry.

Explanation / Answer

see page 140 0f this link

http://chem-iii-01-period-c.eanesisd.whs.schoolfusion.us/modules/locker/files/get_group_file.phtml?gid=1369471&fid=4038266

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