The gross features of solvolytic reactions of simple aliphatic tertiary systems are well- established. The classic studies of Roberts' and Brown2 and their collaborators serve as “calibration point^"^ for classical ion behavior. For example, the pentamethylethyl cation2 is generated at an unexceptional rate from the corresponding chloride and is captured by solvent without rearrangement. Under conditions whereby
![4-(2-chloropropan-2-yl)bicyclo[2.2.1]heptane Structure](https://image.chemsrc.com/caspic/000/10498-92-7.png)