There's really nothing 'tricky' about it; highly overimplifying the issue, an antenna must approximate - either physically in length, electrically or both - a portion of a wavelength at an operating frequency to have any chance at success. The 246 aside, a standard duckie can't even hope to be very effective at 39 mhz. If we assume that a quarter wavelength as the minimum standard, such an antenna would need to be nearly 8 foot long. In fact, most hams will tell you that a duckie on the VHF hi band (the lower portion being the 2 meter band) is a loss antenna - by some measurements, up to 6db or more.
A mobile antenna has a better shot at this; however, the same rule of thumb applies. Northwest Radio had an interesting mini review of several mobile antennas here;
Northwest Radio Mobile antenna survey
Even here, there's no free lunch; what might work very well on one or more bands might not work so well on others.
If you're interested in this subject, jump over to the antennas forum. I have no doubt you will get an earful of advice.
As an aside, I often heard College Park and Waterloo on my trip to Riverdale (where I used to work in the Riggs bank technology center) for nearly 7 years. I even got Forestville on occasion, though not all the time. The antenna I used was an Austin Spectra, with an element recut for 39 mhz.
73s Mike