1). As an advice, do not use coloration tests for different compounds than the ones that are originally invented for.
Coming to the point! Your idea is smart, it sounds nice and may give positive results. So, try it.
On the other hand, if you take a closer look at the reaction scheme of Molisch’s test, you will observe a para- phenol condensation. But in your case, you will get ortho- phenol condensation that will lead to less extended conjugation and therefore, less intense coloration and probably, obscured conclusions.
2). If you take a look at the reaction mechanism of acidic cleavage of ethers, you will observe that the first step consists on the protonation of the ether oxygen atom.