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Popa-
I left out your first question for now because it is not a question limited to Chanuka, but maybe I’ll get back to it later. Anyway, here goes.
If one lights a ner the first night, with only one day of oil, and it miraculously burns for 8 days, and he had daas to be yotzei all 8 mitzvos, is he yotzei? Why not?
IMHO, No.
This one was a real brain teaser.
If one does not know which night it is, and he lights twice, once for each possible night, with daas each time for one, is he yotzei?
Same question, but it may have been friday night. (He doesn’t know if it is friday night or thursday night.)
If one does not know if it is friday night or motzaei shabbos, but either way it is chanuka; is he allowed to light bein hashmashos?
No way!
Suppose chanuka starts on tuesday, and one is confused whether today is tuesday and therefore chanuka, or friday and not chanuka. He lit candles on condition that if it is friday they are for shabbos, and if it is tuesday, they are for chanuka.
1. It is friday, it he yotzei shabbos candles?
2. It is tuesday, is he yotzei chanuka candles.
Great question! I think the answer is:
1. No.
2. Yes.
If one always lights candles in his doorway the entire year, does he need to do anything different on chanuka?
Same question, but the entire year, he even has daas that it is for the mitzva of chanuka, how should he have daas on chanuka?
As for your second set of questions, I want to look over the sugya in Lulav Hagazul. Iy”h I’ll have answers after Shabbos.