#1: a duit from the Dutch province of Overyssel, dated 1769 I believe.
#2: what bart said: Ottoman copper, mid-1800's series. Telling us the size will help narrow down an identity.
#3: what hhbkiddo said: Hesse-Darmstadt 1 pfennig 1806.
#4: to be pedantic: the "Vatican city" didn't exist back then; the territory controlled by the Pope was known as the "Papal States", which is what "Stato Pontificio" means in Italian.
Of the four, the Hessian one is probably the most valuable. Listed in my old Krause at $6 in VG.
Don't say "infinitely" when you mean "very"; otherwise, you'll have no word left when you want to talk about something really infinite. - C. S. Lewis