[nitelychos]

i'm trying to work my way through this problem but i dont understand it. HCN is a weak acid and bromine is a good leaving group. so what i have here is a sn1 reaction. right? or is it an e1? the HCN is too weak to substitute the bromine so the bromine has to dissassociate in the first step before the CN^- can attack. but what do i do then?

[Arctic-Nation]

You have a benzylic carbocation and a weak nucleophile. What do you expect will happen?