A set of inexpensive and pedagogically rich experiments focusing on S[subscript N]1, E1, and E2 reactions have been updated to include modern computational and spectroscopic analyses. The S[subscript N]1 experiment involves treatment of "tert"-amyl alcohol with hydrochloric acid to generate the corresponding alkyl chloride, which is used as the starting material for the subsequent E2 reaction. The E1 experiment involves reaction of "tert"-amyl alcohol with sulfuric acid. Both elimination reactions generate a pair of isomeric methylbutenes, with the ratio being dependent on the reaction mechanism. The combination of computational chemistry and a recently developed fast heteronuclear single-quantum correlation spectroscopy method (ASAP-HSQC), in tandem with [superscript 1]H and [superscript 13]C NMR and GC-MS analysis, allows the E1 and E2 product mixtures to be fully analyzed by students.