About the last question, the usual undecidability proof for universality could be adapted.
Recall that in this proof, one considers an instance $\langle \Sigma,\Delta,u,v\rangle$ of Post's correspondence problem, where $\Sigma$ and $\Delta$ are two disjoint alphabets, and $u$ and $v$ are two homomorphisms from $\Sigma^\ast$ to $\Delta^\ast$. Then $$L_u=\{a_1\cdots a_n(u(a_1\cdots a_n))^R\mid n>0\wedge\forall 0<i\leq n.a_i\in\Sigma\}$$ and $$L_v=\{a_1\cdots a_n(v(a_1\cdots a_n))^R\mid n>0\wedge\forall 0<i\leq n.a_i\in\Sigma\}$$—where $w^R$ denotes the reversal of word $w$—are two DCFLs s.t. $L_u\cap L_v=\emptyset$ iff the original PCP instance was negative. Letting $$L=\overline{L_u}\cup\overline{L_v}\;,$$one thus defines a CFL (since DCFLs are effectively closed under complement and CFLs under union), which is universal, i.e. equal to $(\Sigma\cup\Delta)^\ast$, iff the original PCP instance was negative.
Now, if $L$ is universal, i.e. if $L=(\Sigma\cup\Delta)^\ast$, then $L$ is closed under permutations. Conversely, if $L$ is not universal, i.e. if $L_u\cap L_v\neq\emptyset$, there is at least one word $x$ of form $x=w(u(w))^R=w(v(w))^R$ for some $w$ in $\Sigma^+$. Then $x$ does not belong to $L$, but it's easy to find a permutation of $x$ that belongs to $L$: for instance, permute the last letter of $w$ (which is in $\Sigma$) with the first of $(u(w))^R$ (which is in $\Delta$) to obtain a word in $\Sigma^\ast\Delta\Sigma\Delta^\ast\subseteq L$.
Hence $L$ is closed under permutation iff it is universal iff the original PCP instance was negative.
