Can someone explain the reactivities in terms of the structure for 2-chloro-2-butene? Also in my experiment, it didn't form a precipitate when it was Sodium Iodide in Acetone or Silver Nitrate in Ethanol.

Macroscale and Microscale Organic Experiments
7th Edition
ISBN:9781305577190
Author:Kenneth L. Williamson, Katherine M. Masters
Publisher:Kenneth L. Williamson, Katherine M. Masters
Chapter58: The Synthesis Of An Alkyne From An Alkene By Bromination And Dehydrobromination: Stilbene And Diphenylacetylene
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Can someone explain the reactivities in terms of the structure for 2-chloro-2-butene? Also in my experiment, it didn't form a precipitate when it was Sodium Iodide in Acetone or Silver Nitrate in Ethanol. 

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