OK, the QNS MAgazine is done for another month... now I have time to puzzle over these pieces.
#1: Hmm, I think I may have found something that (almost) fits both my earlier observation and GO's clue about where/when issued.
Check this site and search the page for exact phrase "triangular hole". It describes (sadly, without a picture) a charm claimed to have been issued at the China pavilion at the 1901 World Fair (Charleston?), described as "Ch'ien-lung T'ung-pao & trigrams, rev dragon, triangular hole". I suppose the squiggly thing on the back could be a dragon.

#2: "Krieg" is German for "war", so it's war emergency money. "Kreis" means "circle" or "district", and "gardelegen" doesn't translate sensibly ("guard-put"), so I'll assume that last one is the name of the place. My notgeld checklist has an entry for
Gardelegen, in Saxony; in that town were issued a couple of types of paper notes, "municipal metal" tokens and food/beer tokens. I'd guess this is the second category of item, a token issued during the war by the local civil authority. Have to see the other side to be sure.
#3:
Aachen is an old Free City in far western Germany, and issued it's own "real coins" back in the 1700's (it's the first country, alphabetically, in my OFEC list). In notgeld times, it's listed as having issued paper items plus POW official metal, municipal metal, private metal, encased stamps, streetcar tokens and WWII items. The other side might offer a clue as to which this is.
#4: "Spielgeld" is play money (or game money) in German. Hard to date.
#5: It looks like a Kwangtung small milled cash, 1906-1908 (KM/Y# 191) except that only the top character matches. A Hong Kong 1 mil from the 1860's is another "close, but not quite". Given that the rest of the items in this quiz are all tokens, I'll stick my neck out and guess this one is, too.
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