8 for Booth
14 for Winnik
25 for Santorelli
33 for Robidas
46 for Polak
47 for Komarov
Unsure if the Leafs would dare give 14 to Winnik (no one's worn it since Stajan, and it seems like Keon's mellowed since, perhaps because of it), but that's the most likely number he gets, IMO...Unless he gets Reimer to give up his 34, in which case I'm at a total loss of what number Reimer would take.
I don't think Booth will want to deal with Gary Roberts for #7.
Also an interesting note that, for the 40s, only 41, 48 and 49 will be regularly unused this season if those numbers are taken (add Bodie's 40, Bozak's 42, Kadri's 43, Rielly's 44 and Bernier's 45).
ETA: Reimer apparently wore 31 through Junior and with the Marlies. Could happen.