On occasion, it has been found that the oxidation of borneol doesn't go to completion (possibly because of poor stirring or insufficient Oxone). This reaction would probably be easy to monitor via TLC, however. Which component should have a lower Rf, and why

Check the explanation

Explanation:

Here, Nitrogen (N) undergoes oxidation and Chlorine (Cl) undergoes reduction.

To answer your question:

N is oxidized from an oxidation number of -3 to an oxidation number of -1.

Cl is reduced from oxidation number of +1 to an oxidation number of -1.

Now,

Borneol should have a lower Rf because of boiling point.

d

explanation: