Any help appreciated - iTune compression problems

Hi there,
Just bought a second hand iPhone 3g yesterday that has to last me out 5 months before my contract is up and I can hopefully get a 5 if it's out (touchwood).
Transferred some music from iTunes to my iPhone and on the phone speakers it sounds fine, however when I put my headphones into the jack it's incredibly distorted and sounds like it's suffered far too much compression.
I'm guessing this is possibly a headphone jack related problem as opposed to a compression issue? Tried converting files to AAC but made no difference
Any help appreciated!
Thanks
Dan

FYI - the iPhone includes a single external speaker. The opposite grill that appears the same is a microphone.
If this were a compression or format issue, the same would occur when playing the music via the speaker. Using earbuds has no affect on the compression or format. More than likely this is a headphone jack related problem or there could be a problem with the earbuds being used.

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