Tangents of Multiples of 11

Consider $a_n = \tan(11n)$ (radians, $n \in \mathbb{N}^*$).

1. Prove that $a_1 < a_3 < a_5 < \cdots < a_{709}$. 2. Prove that the sequence $\{a_{2k-1}\}$ (all odd indices) is not monotone.