Concept:Moist
Ag2O converts a quaternary ammonium halide into the corresponding quaternary ammonium hydroxide, which on heating undergoes Hofmann elimination to give the least substituted alkene.
Explanation:Step (i) uses moist
Ag2O, which exchanges the halide ion with hydroxide.
Thus, substrate A must first be a quaternary ammonium halide.
Step (ii) is heating, which causes Hofmann elimination of the quaternary ammonium hydroxide.
In Hofmann elimination, one alkyl group is removed as an alkene and a
β-hydrogen is lost.
The alkene formed here is
CH2=CH2, so the eliminated group must be an ethyl group.
The remaining amine is
CH3CH2N(CH3)2, containing one ethyl and two methyl groups on nitrogen.
So the original quaternary ammonium ion contained two ethyl and two methyl groups:
[(C2H5)2N(CH3)2]+Its halide salt is diethyldimethylammonium halide.
Therefore, substrate A is the halide, not the hydroxide, because the hydroxide forms only after step (i).
Answer:Option A — Diethyldimethylammonium halide.