odine monochloride, ICI, is a reagent whose reactivity mirrors that of other dihalogens (X₂) with nucleophilic πt bonds. Using curved arrows to show the flow of electrons, draw a plausible mechanism for the following transformation. Make sure that your mechanism accounts for the correct stereoselectivity.

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter19: Aldehydes And Ketones: Nucleophilic Addition Reactions
Section19.SE: Something Extra
Problem 41MP: Aldehydes and ketones react with thiols to yield thioacetals just as they react with alcohols to...
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odine monochloride, ICI, is a reagent whose reactivity mirrors that of other dihalogens (X₂) with nucleophilic πt bonds. Using curved arrows to show the flow of electrons, draw a plausible mechanism for the following transformation. Make sure that your mechanism accounts for the correct stereoselectivity. 

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