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A More Challenging Mechanism Problem

The following equations describe a series of molecular rearrangements. Consider each reaction in turn and try to write a mechanism for the transformation.
By clicking on an equation a plausible mechanism for it will be drawn in the space on the right. Steps in which a skeletal rearrangement occurs are designated by magenta arrows.

Five numbered molecular rearrangement equations: acid-catalyzed ring shifts, camphor with H2SO4, cyclohexanone ring expansion, morphine to apomorphine, and a triterpene H+ rearrangement Equation 1 mechanism Equation 2 mechanism Equation 3 mechanism Equation 4 mechanism Equation 5 mechanism

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