Hypostrophene undergoes degenerate Cope rearrangement and hence is a fluxional molecule. We have performed a theoretical investigation of hypostrophene adsorbed on the (100) surface of Aluminum. We find that chemisorbed hypostrophene can undergo a similar rearrangement involving only single bonds with an activation energy of approximately 14.5 kcal/mol. This rearrangement involves a rolling motion of the molecule on the surface and the result is a hypostrophene molecule adsorbed on the neighboring site. In comparison with this, the usual diffusional motion has an activation energy about five times larger and hence we expect this rolling to be the dominant mechanism of diffusion of the molecule on the surface. The activation energy for degenerate Cope rearrangement of free hypostrophene is found to be 22.2 kcal/mol (theoretical) and the metal brings down this value, even though the adsorbed molecule has no double bonds in it.