Rap said:
But then that would mean that we can understand temperature without understanding the energy of a molecule, we can understand pressure without understanding the impact of molecules on a surface. In other words, you are saying we don't need statistical mechanics or atomic theory to understand classical thermodynamics. Actually, that is true, but there is so much more understanding to be gained by understanding all of these things in terms of statistical mechanics. Once you try to gain more understanding of entropy by using statistical mechanics, then you get the connection to information entropy.
I understand how useful it is to understand phenomena in microscopic terms. But as a noob in thermodynamics, I don't even have a concept to begin my connection (referring to your last sentence). It is like when talking about pressure, people just think of particle colliding with walls without realizing the corresponding macroscopic phenomena is the walls being "pushed" by a force. When talking about thermodynamic entropy, people just talk about disorder without linking the microscopic phenomena to the macroscopic one. The lack of macro-micro linking is the main reason why the notion of entropy is difficult to grasp for new comers. Although it may be turned out the microscopic aspect is more generalized hence more applicable, as a stepping stone it is still useful to know the macro aspect of entropy.
Anyway, here is what I found in a site:
http://www.science20.com/train_thought/blog/entropy_not_disorder-75081"
Historically, there is a problem of how to tell thermal energy of a system by its temperature. Entropy was invented originally to state the relationship between temperature and thermal energy. A body with the same temperature could have different thermal energy. In common sense higher temperature must means more thermal energy, but it is not always true. In fact there could be body with high thermal energy but low temperature (due to high entropy), and vice versa.This is the macroscopic phenomena of entropy.
To explain this common-sense-violating weirdo, the microscopic explanation comes into play. If the gas molecules have more ways to move, to vibrate, to oscillate, then they could gain more energy without flying faster (having higher KE). That's why bodies with same temperature (same average KE) could have different thermal energy.
And then somebody proposed the more ways to move a system has, the more messy (disorder) it is. It was not until then entropy is related to disorder, then even later, a randomness in information. And finally the term entropy has extended to other fields which has nothing to do with thermal energy.
To end with a analogy, we learn atoms first as tiny balls, then as a micro-solar system with electrons orbiting nucleus, then as electrons cloud orbiting nucleus in a quantum-mechanic way. Although the quantum-mechanic model has the strongest explanatory power, we still learn its former, less predictive model because it is too un-intuitive to grasp for new comers. So similarly, it is a bad idea to just talk about the deepest meaning of entropy and hoping a few genius could retro-deduce it back to the macroscopic aspect.