A man who was one-eighth black sat in a railroad car that was reserved for whites, resulting in what famous Supreme Court case?

Answer Plessy v. Ferguson

Homer Plessy, a man of one-eighth black ancestry, was arrested and charged for deliberately violating Louisiana's Separate Car Act, which required "equal, but separate" train cars for white and non-white passengers. The Court ruled that the Lousiana Act did not violate the 14th amendment. A contender for the worst Supreme Court decision ever, luckily Brown v. Board of Education eventually weakened this ruling by striking down the concept of separate but equal.

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