The admission of California to the Union - it was too big to be accommodated according to the terms of that compromise.
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It is nullified and becomes unenforceable.
Legislative veto
The delegates at the Annapolis Convention declared slavery to be unconstitutional.
In the case of Marbury vs. Madison, this was the first time the U.S. Supreme court declared an act of Congress to be unconstitutional.
Taney (TAW-nee), Roger B. (1777–1864) U.S. Supreme Court Chief Justice, wrote the majority opinion in the Dred Scott decision, stating that African Americans were not citizens and that the Missouri Compromise was unconstitutional.