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I believe Mississippi
Nope, Maine was also a anti-slavery state since the start of it's joining into the Union in 1820. Maine joined the Union from the Compromise of 1820. Missouri wanted to become a slave state, but in order to keep a balance between slave to anti-slave states, Maine was then admitted to the Union as a free state(Missouri Compromise of 1820).
The political balance between slave and free states as of 1819 was disturbed by the territory of Missouri's petition for admission to the Union as a slave state.
Missouri just joined the union as a slave state
union. It was one of the four slave states in the Union