johnpeace -
The formula for electricity is E/R=I,
E (Electromotive force) is measured in Volts, think of this as the "pushing force".
R (Resistance) is measured in Ohms, this is "resistance to current" (electricity) flow.
I (Intensity) is measured in Amps, it is the amount of electricity or "current flow" in a circuit.
In your case, the connection to your house is providing 110 - 120 volts of electrical pressure. This pressure will push current (electricity) through the extension cord. So the question is, how much current will it push? This depends on how much cumulative resistance there is in the entire circuit. The circuit is the complete path that the current has to flow though.
A handy way to think about electricity is to compare it to a water line, the smaller the water line is, the more resistance there is, so you get less water volume. The longer a water line is, also creates more resistance, so this is another factor that causes less water volume to come out of the other end.
In your case the extension cord is the water line. A smaller diameter cord has more resistance then a larger one, so less electrical current will flow through it. The longer an extension cord is, the more resistance it will have, so again, less electrical current will flow through it. Please keep in mind its the wire size inside of the extension cord that counts, the insulation around it is not a factor in resistance, so you can't always tell just by looking at the extension cord, you need to look at its AWG size.
Electrical wire is measured as a "gauge", or AWG (American Wire Gauge) to be more correct. Gauges are funny in that the smaller the number, the bigger the wire. For example, a 14 AWG wire is a larger diameter than an 18 AWG wire. And if you apply the water pipe example, then you will know that the 14 AWG will carry more current flow (Amps) then the 18 AWG.
The average RV air conditioner needs 12 to 16 amps of current flow. I did see some energy efficient models that claimed under 11 Amps, while I was looking this up.
Referring to this extension cord chart, you will see that an extension cord that is 75 feet in length, would need to be at least 14 AWG in size to be able to carry sufficient current to the air conditioner.
Extension cord chart
Add to this that if you plug the extension cord into the trailer cord, now you have added the resistance of the trailers electrical system to the circuit. While this isn't a great deal of resistance, it would explain why you get more power to the A/C when you hook it directly to the extension cord as opposed to the trailer cord.
The strain from not having enough power to the A/C causes the circuit breaker to pop (opens the circuit), this is it's way of protecting the air conditioner.
Another factor to keep in mind, is what other devices in your house or garage are connected to the circuit that you are plugging the extension cord into? The outlet that you're plugging the extension cord into may be on a 15 or 20 amp circuit breaker, but, is the extension cord to the trailer the only thing on that circuit? Most plug circuits will have at least 4 to 6 outlets connected to them, and some even more. The outlets themselves don't use any power, but the things that are plugged into them do, if they are turned on that is. So on a given circuit, you may or may not have enough available amperage potential, even before you attach the extension cord.
The good news is that the circuit breaker on your trailer is doing its job and protecting the A/C unit.
The solution, if an extension cord is necessary, use at least a 14 AWG extension cord, the shorter the better, and plug it into at least a 20 Amp circuit that isn't already loaded up with other things, should work just fine for running your A/C. But do keep in mind that if you start running other things in your camper, TV, refridgerator, etc., you may overload the circuit and either pop the breaker or make the A/C motor strain and run hot, risking damage to it.
Neal