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Answer:
04:25 is the earliest because it is 4:25 am using 24 hour clock then, 4:30 am, 10:30a.m, 16:05 because 16:05 is the same as 4:05 pm , 4:15 pm, then 22:15 because in 24 hour clock is means 10:15 pm and the latest is 10:45pm