Ring containing e¯ donating groups are more susceptible to oxidation. e¯ donating groups decrease reactivity in oxidation as they stabilise the ring(distribute the e¯ density). The product in 1st reaction hence is wrong. Correction-
Didn't understand your ques in 2nd pic. Where is cl? What is the complete question?
Alkanes with 3• H undergo reaction with kmno4 to produce tertiary alcohol. Only tertiary alkanes react with kmno4, not primary or secondary. It is a special reaction to produce 3• alcohol. This is also given in ncert of 11th.