What I think it means (Own definition)

About Bootlegger

Rum-running or bootlegging is the illegal business of transporting alcoholic beverages where such transportation is forbidden by law. Smuggling usually takes place to circumvent taxation or prohibition laws within a particular jurisdiction so basically a person who sells things like wine and beer when  it is illegel

Explanation:

social contract theory, nearly as old as philosophy itself, is the view that persons' moral and/or political obligations are dependent upon a contract or agreement among them to form the society in which they live

confederacy: supported slavery, believed states should be able to nullify federal laws, supported low tariffs

union: everything else