3. I could use the ent command which measure the entropy, high entropy is an indication of encryption (but jpg have also high entropy). However I should then study the distribution of each letter to be sure.
A JPEG *body* has high entropy. The JPEG *header* has very low entropy. That's a relatively good way to spot container files: you look for a low-entropy header followed by high-entropy data. Zip files, tar.bz2 files, JPEG files, MPEG, the rest, they're all detectable this way.
However, the output of a straight-up block cipher operating in any modern mode (no ECB!) is going to be totally indistinguishable from a random number generator for any reasonably-sized file.
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