The rate of chlorination depends on the stability of carbocation.
\(\oplus CF_3\), \(\oplus CH_3\),\(\oplus C(CH_3)\) and \(\oplus\overset{O}{\overset{||}C}-H\)
We know that 3° carbocation is highly stabilized by hyper conjugations.
There X - C(CH3)3 give relatively high rate of chlorination.