For the SN1 reagent used: Draw the arrow pushing mechanism for the compounds that would form a precipitate. Explain why a precipitate forms or why it does not for each compound. SN1 reagent 1% AgNO3 in ethanol tested on the following alkyl halides:

chlorobutane (no ppt)

bromocyclohexane (precipitate formed)

2-chlorobutane (precipitate formed)

bromobenzene (no ppt)

2-chloro-2-methylpropane (precipitate formed)

bromobutane (precipitate formed)